Month: June 2021

Application of 3973-18-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3973-18-0, name is Propynol ethoxylate, molecular formula is C5H8O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[Synthesis 7]Production of 2-((4-methylcyclohexa- l,4-dienyl)methoxy)ethyl4-methylbenzenesulfonate and 2-((5-methylcyclohexa- l,4-dienyl)methoxy)ethyl 4-methylbenzenesulfonate (1,4type) (1,4type)+ +In 400 ml of toluene, 100.00 g (0.59 mol) of the diene alcohols obtained in Synthesis 6, 90.29 g (0.89 mol) of triethylamine, 73.20 g (0.89 mol) of 1-methylimidazole were dissolved. To this solution cooled in an ice bath, a toluene solution (400 ml) of 130.33 g (0.68 mol) of p-toluenesulfonyl chloride was added dropwise slowly, followed by stirring at room temperature for 1 hour. Water was added thereto, and phase separation was conducted. The obtained organic layer was washed with 15% sulfuric acid, water, and saturated aqueous sodium hydrogen carbonate in this order. The solvent was removed by distillation under reduced pressure. Thus, 188.01 g of the target tosylates were obtained as a colorless oily substance. Yield: 98.1% (l,4-type/l,5-type=91/9). ?-NMR (CDC13, 300 MHz) ?:1.67 (s, 3H), 2.44 (s, 3H), 2.58 (brs, 4H), 3.58-3.55 (m, 2H), 3.84 (s, 2H), 4.18-4.14 (m, 2H), 5.41-5.40 (m, 1H), 5.64-5.63 (m, 1H), 7.33 (d, J=8.3 Hz, 1H), 7.80 (d, J=8.3 Hz, 1H);HRMS (ESI):[M+H]+ calcd for C17H22O4S: 323.1312; found: 323.1325

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 3973-18-0, Propynol ethoxylate.

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; TANAKA, Shigeru; TOUGE, Taichiro; NARA, Hideki; ISHIDA, Kenya; WO2013/65867; (2013); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. name: 1-Chloro-2-methyl-2-propanol

[00302j 5-(2-fluoro-2-methyl-propoxy)-6-methoxy-pyridine-2- carboxylic acid [00303j A mixture of 1-chloro-2-methyl-propan-2-ol (10 mL, ), 4- hydroxy-3-methyl-benzoic acid (2.0 g, 13.2 mmol), K2C03 (7.3 g, 52.7 mmol), H20 (6.0 mL) and ethanol (60 mL) was heated at 80 °C overnight. The reaction mixturewas cooled to rt, partitioned between iN NaOH and EtOAc and the layers separated. The organic layer was washed with iN NaOH (2x) and the combined aqueous layers were washed with EtOAc. The combined organics were concentrated under reduced pressure and diluted with EtOH (15 mL). The mixture was treated with H20 (2 mL) and NaOH (1.0 g, 26.3 mmol). The reaction mixture was stirred at 40 °C for 4 h. Thereaction mixture was poured into iN NaOH and extracted with ether (2x). The pH was brought to 2-3 with 6N HC1 and the aqueous material was extracted with EtOAc (3x). The organics were combined, washed with saturated aqueous NaC1, dried (Na2SO4), filtered, and evaporated to dryness. The material was triturated with ether to provide 4-(2-hydroxy-2-methyl-propoxy)-3-methyl-benzoic acid (2.2 g, 75percent) as a white solid.?H NMR (400 MHz, DMSO) d 7.75 (dd, J = 8.5, 2.0 Hz, 1H), 7.73 – 7.70 (m, 1H), 6.96 (d, J = 8.6 Hz, 1H), 4.67 (s, 1H, OH), 3.76 (s, 2H), 2.20 (s, 3H), 1.22 (s, 6H). ESI-MS mlz calc. 224.1, found 225.5 (M+1) Retention time: 1.06 mm (3 mm run).

With the rapid development of chemical substances, we look forward to future research findings about 558-42-9.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DENINNO, Michael, Paul; ANDERSON, Corey; CONROY, Erica, Lynn; FRIEMAN, Bryan, A.; GROOTHENHUIS, Peter, Diederik Jan; HADIDA-RUAH, Sara, Sabina; HURLEY, Dennis, James; PIERRE, Fabrice Jean, Denis; SILINA, Alina; UY, Johnny; ZHOU, Jinglan; WO2015/6280; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of Tetrahydro-2H-thiopyran-4-ol, blongs to alcohols-buliding-blocks compound. Safety of Tetrahydro-2H-thiopyran-4-ol

A mixture of tetrahydrothiopyran-4-ol (98.00 g, 829.10 mmol, 1.00 eq), 2,2,2-trifluoroacetamide (141 .00 g, 1.25 mol, 1.50 eq), Phl(OAc)2 (401 .00 g, 1 .24 mol, 1 .50 eq), MgO (134.00 g, 3.33 mol, 4.01 eq) and Rh2(OAc)4 (1 1 .00 g, 24.89 mmol, 0.03 eq) in DCM (1 .50 L) was stirred at 20 for 18 hrs. TLC (DCM/MeOH = 20/1 , Rf = 0.35) showed source material was consumed completely and three new spots were found. The mixture was filtered through a pad of Celite and the filter cake was washed with DCM (400 mL*2). The combined filtrates were concentrated under vacuum. The residue was purified by silica gel column (DCM/MeOH = 40/1 to 20/1 ) to give the title compound (83.00 g, 270.78 mmol, 32.66% yield, 80% purity) as light yellow solid. LCMS (method 2): Rt = 0.655 min, m/z = 122.1 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29683-23-6, Tetrahydro-2H-thiopyran-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE CHINA; WORTMANN, Lars; SAUTIER, Brice; EIS, Knut; BRIEM, Hans; BOeHNKE, Niels; VON NUSSBAUM, Franz; HILIG, Roman; BADER, Benjamin; SCHROeDER, Jens; PETERSEN, Kirstin; LIENAU, Philip; WENGNER, Antje, Margret; MOOSMAYER, Dieter; WANG, Qiuwen; (278 pag.)WO2019/201848; (2019); A1;,
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Reference of 13674-16-3 , The common heterocyclic compound, 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, molecular formula is C10H12O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Phenyltrimethylammoniun tribromide (9.45 g, 25.1 mmol) was added under nitrogen in portions over approximately 2 h to a solution of 1-(6-methoxy-naphthalen-2-yl)-ethanone (5.05 g, 25.2 mmol) in 50 mL of anhydrous THF at room temperature. After the addition the reaction was stirred at room temperature for 0.5 h. and then 250 mL of cold water was added. The solid present was collected by filtration, rinsed with 50 mL of water and dried under reduced pressure to give 6.66 g of a tan solid. Recrystallization of the solid from isopropyl alcohol gave 2-bromo-1-(6-methoxy-2-naphthyl)ethanone (4.07 g, 58%) as a brown solid, mp 109-112 C. Elemental Analysis for C13H11BrO2Calc’d: C, 55.94; H, 3.97; N, 0.00. Found: C, 56.03; H, 3.94; N, 0.00. Step 2: 4-(6-methoxy-2-naphthyl)-2-phenyl-1,3-thiazole. Thiobenzamide (447 mg, 3.26 mmol) was added under nitrogen to a solution of (2-bromo-1-(6-methoxy-2-naphthyl)ethanone (906 mg, 3.25 mmol), prepared in the previous step, in 25 mL of absolute ethanol at approximately 70 C. After the addition the reaction was refluxed for 2 h. The solid was collected by filtration, rinsed with absolute ethanol and dried under reduced pressure to give 4-(6-methoxy-2-naphthyl)-2-phenyl-1,3-thiazole (909 mg, 88%) as a white solid, mp 191-193 C. Elemental Analysis for C20H15NOS Calc’d: C, 75.68; H, 4.76; N, 4.41. Found: C, 75.37; H, 4.65; N, 4.31. Step 3: 6-(2-phenyl-1,3-thiazol-4-yl)-2-naphthol. A solution of 4-(6-methoxy-2-naphthyl)-2-phenyl-1,3-thiazole (804 mg, 2.53 mmol), prepared in the previous step, in 50 mL of glacial HOAc plus 25 mL of 48% HBr was stirred under nitrogen at 120 C. for 3 h. The solvent was removed under reduced pressure and the residue partitioned between 10% methanol-methylene chloride and 5% NaHCO3. (Note: The solid that did not dissolve in either layer was collected by filtration and saved as the HCL salt of the desired product). The aqueous layer was separated and extracted three times with 10% methanol-methylene chloride. The combined extracts were dried (MgSO4), filtered and the solvent removed under reduced pressure to give 6-(2-phenyl-1,3-thiazol-4-yl)-2-naphthol (650 mg, 85%) as a brown solid, mp 194-197 C. Elemental Analysis for C19H13NOS Calc’d: C, 75.22; H, 4.32; N, 4.62. Found: C, 74.22; H, 4.12; N, 4.43 Step 4: 2-Hydroxy-3-phenyl-propionic acid methyl ester. Hydrogen chloride was bubbled for 15 minutes into a solution of 2-hydroxy-3-phenyl-propionic acid (10.0 g, 60 mmol) in 100 mL of methanol at room temperature. The vessel was sealed and then stirred overnight at room temperature. The reaction was made basic by the addition of 5% NaHCO3 and then concentrated under reduced pressure to remove the methanol. The residue was diluted with water and extracted with ethyl acetate. The organic layer was extracted with saturated NaCl, dried (MgSO4), filtered and the solvent removed under reduced pressure to give 2-hydroxy-3-phenyl-propionic acid methyl ester (9.7 g, 90%) as a yellow oil, MS m/z 180 [M]+. Elemental Analysis for C10H12O3 Calc’d: C, 66.65; H, 6.71; N, 0.00. Found: C, 66.52; H, 6.86; N, 0.29 Step 5: 3-Phenyl-2-trifluoromethanesulfonyloxy-propionic acid methyl ester. Triethylamine (931 muL, 6.68 mmol) was added under nitrogen to a solution of 2-hydroxy-3-phenyl-propionic acid methyl ester (1.00 g, 5.57 mmol), prepared in the previous step, in 20 mL of chloroform (99.9%; free of ethanol) at dry ice-acetone temperature. Trifluoromethanesulfonic anhydride (1.03 mL, 6.13 mmol) was then added dropwise over 15 minutes. The cooling bath was removed and the reaction was stirred overnight at room temperature. The reaction was extracted with 1 N HCl, 5% NaHCO3, dried (MgSO4), filtered and the solvent removed under reduced pressure to give 1.53 g a brown oil. Purification of the oil on 100 g of silica gel (230-400 mesh) using 3:1 methylene chloride:hexane as the eluent gave 3-phenyl-2-trifluoromethanesulfonyloxy-propionic acid methyl ester (1.106 g, 64%) as clear oil. Elemental Analysis for C11H11F3O5S Calc’d: C, 42.31; H, 3.55; N, 0.00. Found: C, 42.15; H, 3.35; N, 0.14 Step 6: Methyl 3-phenyl-2-{[6-(2-phenyl-1,3-thiazol-4-yl)-2-naphthyl]oxy} propanoate. A mixture of 6-(2-phenyl-1,3-thiazol-4-yl)-2-naphthol (247 mg, 0.814 mmol), prepared in step 3,3-phenyl-2-trifluoromethanesulfonyloxy-propionic acid methyl ester (387 mg, 1.24 mmol), prepared in the previous step, and cesium carbonate (532 mg, 1.63 mmol) in 20 mL of acetone was stirred under nitrogen at room temperature for 17 h. The reaction was concentrated under reduced pressure to remove the acetone. The residue was partitioned between methylene chloride and water. The aqueous layer was separated and extracted three times with methylene chloride. The combined extracts were dried (MgSO4), filtered and the solvent removed under reduced pressure to give 449 mg of a brown oil. Purification of the oil on 300 g of silica gel (230-400 mesh) using 1:1 to 3:2 methylene chloride:hexane as the eluent gave methyl 3-phenyl-2…

The synthetic route of 13674-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; US2006/52420; (2006); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 33036-62-3, name is 4-Bromo-1-butanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 33036-62-3

Preparation 9 1-Tetrahydropyranyloxy-4-bromobutane (Formula XXIII: A is trimethylene). Concentrated hydrobromic acid (75 drops of 48%) is added with stirring to a mixture of 4-bromobutanol (150 ml.) and dihydropyran (300 ml.) at 0. This mixture is stirred and allowed to warm slowly to 25 C. during 15 hours. Evaporation under reduced pressure gives a residue which is divided into two equal parts, each part being chromatographed on 1.5 kg. of silica gel, each column being eluted with 7.5 l. of 5% ethyl acetate in Skellysolve B, and then with 4 l. of 7.5% ethyl acetate in Skellysolve B, collecting 500 ml. fractions. Fractions 5-11 from each column are evaporated to give a total of 240 g. of 1-tetrahydropyranyloxy-4-bromobutane.

With the rapid development of chemical substances, we look forward to future research findings about 33036-62-3.

Reference:
Patent; The Upjohn Company; US3983154; (1976); A;,
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Adding a certain compound to certain chemical reactions, such as: 4139-61-1, 6-Bromo-4-hydroxycoumarin, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C9H5BrO3, blongs to alcohols-buliding-blocks compound. COA of Formula: C9H5BrO3

EXAMPLE 27 6-Bromo-4-hydroxy-3-[4-(2-methoxyphenyl)butyl]-2H-1-benzopyran-2-one The title compound was prepared from 4-hydroxy-6-bromo-2H-1-benzopyran-2-one, and 4-(2-methoxyphenyl)butanoic acid using the procedure described in Example 13. A 55% yield of the title compound was obtained, m.p. 147.5-148.5 C.

The synthetic route of 4139-61-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US5510375; (1996); A;,
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Adding a certain compound to certain chemical reactions, such as: 5020-41-7, 2-(3-Methoxyphenyl)ethanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 5020-41-7, blongs to alcohols-buliding-blocks compound. Recommanded Product: 5020-41-7

General procedure: All reactions were conducted in a 10-mL V-type vessel equipped with a triangular magnetic stirrer. In a typical reaction, 2-(3,4-dimethoxyphenyl)ethanol (91.1 mg, 0.5 mmol), benzaldehyde (64.8 mg, 0.6 mmol), and 1b (10 mg, 1 mol%) were mixed in 1,2-dichloroethane (1.0 mL) and stirred for 5 h at 80 C. After the reaction, the mixture was cooled to room temperature and then centrifuged, and the liquid phase was subjected to isolation with PTLC (eluting solvent: ethyl acetate/petroleum ether = 1/8). The desired product, 7a, was obtained in a yield of 96%. Tests of the substrate scope were conducted in the same manner. The recycling of 1b was realized after doubling the dose. After washing the solid phase with PE (3.0 mL × 3) and drying under vacuum, the recovered 1b was used in the next run with a similar procedure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5020-41-7, its application will become more common.

Reference:
Article; Zeng, Kexing; Huang, Zhipeng; Yang, Jie; Gu, Yanlong; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 36; 9; (2015); p. 1606 – 1613;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 59101-28-9, name is 16-Bromohexadecan-1-ol. A new synthetic method of this compound is introduced below., SDS of cas: 59101-28-9

To a solution of 16-bromohexadecarboxylic acid (10.00 g, 30.0 mmol) in 80 ml THF was added BH3 (70 ml, 70mmol, 1 M in THF) slowly at 0 C. After addition, the reaction mixture was stirred at room temperature for 60-90 minute.The mixture was cooled to 0 C and 80 mL water was added. The aqueous layer was extracted with hexanes (2x100mL). The combined organic layer was washed by 100 mL water, dried with sodium sulfate and concentrated to give awhite solid. The solid was dissolved into). To a solution of this while solid in 100 mL DMF was added potassium thioacetateat room temperature. After stirring at room temperature for 60 -90 minutes, 150 mL ethyl acetate was added to thereaction mixture, followed by 450 mL hexanes and 50 mL water. After being washed by three portions of water, theorganic layer was dried over sodium sulfate and concentrated.. After column chromatography on silica gel (silica gel:(200 g; eluting solvents: 5% ethyl acetate in hexanes; 15% ethyl acetate in hexanes; 25% ethyl acetate in hexanes),K133 was obtained as a white solid. 1H NMR (300 MHz, DMSO-d6) delta 4.31 (t, J=5.1Hz, 1 H, OH),3.37 (t, J=5.1Hz, 2H,CH2OH), 2.81 (t, J=6.9Hz, 2H, SCH2), 2.31 (s, 3H, CH3COS), 1.50 (m, 2H, CH2CH2OH), 1.40 (m, 2H, CH2CH2S), 1.23(br s, 24H, CH2).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 59101-28-9, 16-Bromohexadecan-1-ol.

Reference:
Patent; Clinical Micro Sensors, Inc.; CHUNLIN, Tao; EP2220102; (2014); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 1208434-90-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1208434-90-5, name is (2,6-Difluoro-3,5-dimethoxyphenyl)methanol, molecular formula is C9H10F2O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of (2,6-difluoro-3,5-dimethoxyphenyl)methanol (1.58 g, 7.74 mmol) in DCM(50 mL) at 0C was added MsC1 (1.76 g, 15.36 mmol,) and TEA (2 equiv). The resulting solutionwas stirred overnight at room temperature and then quenched with water (100 mL). The resulting solution was extracted with DCM and the organic layer was concentrated to afford 1.74 g (80%) of (2,6-difluoro-3 ,5 -dimethoxyphenyl)methyl methanesulfonate as a light yellow solid.

According to the analysis of related databases, 1208434-90-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRINCIPIA BIOPHARMA, INC.; VERNER, Erik; BRAMELD, Kenneth Albert; WO2015/120049; (2015); A1;,
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Electric Literature of 1805-32-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1805-32-9, name is 3,4-Dichlorobenzyl alcohol, molecular formula is C7H6Cl2O, molecular weight is 177.03, as common compound, the synthetic route is as follows.

General procedure: A mixture of the substrate (1 mmol), dimethoxymethane(DMM) (4 mmol) and PC-NPs (12 mg) was stirred at room temperature for the appropriate time. The progress of the reaction was monitored by TLC (EtOAc: n-hexane; 1:1). After completion of the reaction, the mixture was filtered,and the solid residue was washed with Et2O (5 mL). The filtrate was washed with a saturated solution of NaHCO3 and H2O and dried over MgSO4. Evaporation of the solvent afforded the requested methoxymethyl (MOM) ether in high purity.

The chemical industry reduces the impact on the environment during synthesis 1805-32-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Shirini, Farhad; Fallah-Shojaei, Abdollah; Abedini, Masoumeh; Samavi, Laleh; Journal of the Iranian Chemical Society; vol. 13; 9; (2016); p. 1699 – 1712;,
Alcohol – Wikipedia,
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