Tag: M.W=100-200

Synthetic Route of 702-98-7 ,Some common heterocyclic compound, 702-98-7, molecular formula is C11H18O, 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.

EXAMPLE 77 4-(2-Methyl-2-adamantyloxy)-nitrobenzene To 13.8 g. (0.0830 mole) of 2-methyl-2-adamantanol stirred in a mixture of 80 ml. of benzene and 40 ml. of DMF was added in portions 4.18 g. (0.087 mole of NaH) of 50% NaH in oil. Heating was commenced and when vigorous gas evolution was evident, the heat was lowered. When the reaction subsided, the mixture was refluxed for 20 minutes. To this mixture, cooled almost to room temperature, was added 11.7 g. (0.0830 mole) of p-fluoronitrobenzene, and the mixture was refluxed for 6 hours. The mixture was allowed to cool. Water and CH2 Cl2 were added. The CH2 Cl2 layer was washed with two 250 ml. portions of water, which were extracted with 100 ml. of CH2 Cl2. The combined CH2 Cl2 solutions were dried over anhydrous MgSO4 and concentrated The crude product was chromatographed on 700 g. of silica gel, eluding with 1:1 Skellysolve B:CH2 Cl2, to give 17.0 g. of product. Anal. Calcd for C17 H21 NO3: C, 71.06; H, 7.37; N, 4.87; O, 16.70. Found: C, 71.19; H, 7.48; N, 5.12.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-98-7, its application will become more common.

Reference:
Patent; The Upjohn Company; US4036977; (1977); A;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4152-92-5, name is (2-(Aminomethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H11NO

[00177] Compound 24: An ice-cold pyridine solution (10 mL) of compound 23 (1 mmol) is treated successively, in a dropwise fashion with acetyl choride (1 mmol), then after 5 min with MsCl (1.1 mmol). The solution is warmed to room temperature then the solvent is removed. The residue is dissolved in EtOAc, washed with water, dried (MgS04), filtered and reduced in vacuo. Purification by column chromatography affords pure compound 24.

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, 4152-92-5, (2-(Aminomethyl)phenyl)methanol.

Reference:
Patent; ONTORII, INC.; VERDINE, Gregory, L.; MEENA, Meena; IWANOTO, Naoki; BUTLER, David, Charles Donnell; WO2013/12758; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 42514-50-1, 3-Amino-3-methylbutan-1-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, 42514-50-1, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3-Amino-3-methylbutan-1-ol

Step 2: Synthesis of benzyl 3-[(4-hydroxy-2-methylbutan-2-yl)amino]-4- nitrobenzoate A stirred solution of benzyl 3-fluoro-4-nitrobenzoate (2.67 g, 9.69 mmol) and 3-amino-3- methylbutan-l-ol (1.00 g, 9.69 mmol) in acetonitrile (20 mL) containing potassium carbonate (1.34 g, 9.69 mmol) is heated to 80 C for 16 h. The solvent is evaporated, water (100 mL) is added, and the mixture is extracted with EtOAc (3 x 100 mL). The combined organic layers are dried (MgS04), concentrated and purified by flash chromatography in heptanes/EtOAc to afford the title compound (395 mg, 1.10 mmol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42514-50-1, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
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Synthetic Route of 10488-69-4 , The common heterocyclic compound, 10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate, molecular formula is C6H11ClO3, 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.

Example 1; [60] 61.5 g (1.626 mol) of sodium borohydride was dissolved in 694 mL of toluene, and52 g (1.626 mol) of methanol was added drop wise at room temperature for 1 hour. Subsequently, 300 g (1.807 mol, 99.3percent ee) of ethyl (S)-4-chloro-3-hydroxybutyrate was added, and stirring was performed at room temperature for 12 hours. The reaction mixture was cooled below 100C and, after adding 183 g of 36percent HCl dropwise, the solvent was removed by distillation under reduced pressure below 400C. Using 800 mL of methanol, concentration under reduced pressure was performed for 3 times below 40 C. 800 mL of dichloromethane was added to the resultant residue. After filtering off solid inorganic materials and removing the solvent under reduced pressure, 220 g of (S )-4-chloro-l,3-butanediol was obtained as oil (yield = 98percent).

The synthetic route of 10488-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RSTECH CORPORATION; WO2008/93955; (2008); A1;,
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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. 187731-65-3, name is (2-Amino-4-methoxyphenyl)methanol. A new synthetic method of this compound is introduced below., Product Details of 187731-65-3

Synthesis of 2-amino-4-methoxybenzaldehyde. A mixture of (2-amino-4-methoxyphenyl)methanol (20 g, 131.0 mmol) and manganese oxide (68 g, 786.0 mmol) in dichioromethane (300 mL) was stuffed at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated. The residuewas purified by silica gel chromatography (petroleum ether:ethyl acetate = 6:1) to give the title compound (7 g, 35%) as a yellow solid. MS (ES+) C8H9N02 requires: 151, found: 152 [M + H].

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, 187731-65-3, (2-Amino-4-methoxyphenyl)methanol.

Reference:
Patent; BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.; WO2014/11900; (2014); A2;,
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Application of 16308-92-2, 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 16308-92-2, name is (2,4-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a suspension of benzyl alcohol (1.1 g, 0.0101 mol), aniline (0.94 g, 0.0101 mol), and ethyl vinyl ether (0.728 g, 0.0101 mol) in a mixture of EtOAc:DMSO (6.0: 2.0 mL) was added T3P (2.0 mmol, 50% solution in ethyl acetate) at 0oC, and the resulting mixture was stirred at room temperature for 45 h. Progress of the reaction was monitored by TLC. The reaction mass was concentrated, the obtained residue was neutralized with 10% NaHCO3 solution, and then extracted with ethyl acetate (2 x 20 mL), the combined organic phase was washed with water and brine solution, and dried over anhydrous sodium sulphate. The organic phase was evaporated and the crude product was purified by column chromatography using silica gel mesh 100-200 (15% EtOAc in hexanes).

According to the analysis of related databases, 16308-92-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Narasimhamurthy, Kereyagalahally H.; Chandrappa, Siddappa; Kumar, Kothanahally S. Sharath; Swaroop, Toreshettahally R.; Rangappa, Kanchugarakoppal S.; Chemistry Letters; vol. 42; 9; (2013); p. 1073 – 1075;,
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Synthetic Route of 1777-82-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1777-82-8 as follows.

The reactants used were 2,4-dichlorobenzyl alcohol (i.e., R1 in the formula (I) was ortho, with two Cl) 1.0 mmol(177.0 mg), the experimental method and procedure were the same as in Example 1, ammonia water (1.8 mol / L) 5.0 mL, and the amount of catalyst cuprous bromide was5 mol% (7.2 mg), TEMPO was used in an amount of 5 mol% (7.8 mg), the reaction temperature was 80 C, the reaction time was 24 h, and the crude productPurification by column chromatography (petroleum ether: ethyl acetate = 10: 1) gave the pure title product, yielded 166.8 mg yield 97%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1777-82-8, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Zhang Guofu; Zhao Yiyong; Zhang Guihua; Ding Chengrong; Yu Yidong; Lv Jinghui; (10 pag.)CN106866326; (2017); A;,
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Reference of 1562-00-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1562-00-1 as follows.

Example A; 31 g of (E)-10-pentafluorosulfanyldec-9-enecarbonyl chloride, prepared as in Example 1, are dissolved in 100 g of THF, 2-hydroxyethanesulfonic acid Na salt (15 g) and triethylamine (10 g) are added, and the mixture is stirred at 30 C. for 6 hrs.In order to isolate the product, the mixture is added to ice/methyl tert-butyl ether, the water phase is extracted with this solvent, and all org. phases are evaporated. Ethanol and then 1.2 equivalents of sodium hydroxide are added. The mixture is warmed briefly, and, after cooling, the crystals formed are isolated and dried.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1562-00-1, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; US2009/264525; (2009); 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 4740-78-7, name is 1,3-Dioxan-5-ol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H8O3

[00768] To a solution of compound 263-1 (2 g, 6.55 mmol, 1 eq) in THF (2 mL) were added compound 263-la (1.02 g, 9.83 mmol, 1.5 eq) and PPh3 (2.58 g, 9.83 mmol, 1.5 eq). The mixture was degassed with N2 for 3 times. Then DIAD (1.99 g, 9.83 mmol, 1.9 mL, 1.5 eq) was added to the mixture dropwised at 0C. The mixture was stirred at 20C for 16 hr. LCMS showed that the starting material was remained and 33% of desired product was detected. TLC (PE/EA = 3/1, UV) showed that several spots were formed. The reaction mixture was concentrated in vacuum and the residue was diluted with EA (20 mL), washed with water (5 mL) and brine (5 mL). The organic phase was dried over Na2S04, filtered and concentrated in vacuum. The crude product was purified by column chromatography (Si02). Compound 263 (1.3 g, 2.79 mmol, 42.6% yield) was obtained. LCMS (ESI): RT = 0.885 min, mass calcd. For Ci8Hi6F3N502,391.13 m/z found 392.0 [M+H] +; 1HNMR (400 MHz, CDC13) 9.02 (s, 1H), 8.20 (dd, J= 7.92, 1.38 Hz, 1H), 7.51- 7.58 (m, 3H), 7.35- 7.42 (m, 1H), 7.30 (d, J= 8.54 Hz, 2H), 7.03- 7.08 (m, 1H), 5.12 (s, 1H), 4.85- 4.94 (m, 2H), 4.65- 4.80 (m, 2H), 4.00 – 4.07 (m, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 4740-78-7.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
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Electric Literature of 56456-49-6, 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. 56456-49-6, name is 4-Chloro-2-fluorobenzyl alcohol, molecular formula is C7H6ClFO, 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.

(2) Then, 16.5 g of 4-chloro-2-fluorobenzylalcohol was dissolved in 150 ml of tetrahydrofuran and 1 ml of pyridine, to which 10 ml of thionyl chloride was added dropwise at 5 C., and the mixture was stirred for 2.5/6 hours. After cormpletion of the reaction, the reaction mixture was concentrated, and the precipitated crystals were collected by filtration. The filtrate was subjected to silica gel column chromatography, which afforded 18.5 g of 4-chloro-2-fluorobenzyl chloride. 1 H–NMR (250 MHz, CDCl3): delta (ppm) 4.59 (2 H, s), 7.09-7.17 (2 H, m), 7.36 (1 H, dd, J=7.9, 7.9 Hz)

According to the analysis of related databases, 56456-49-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Ltd.; US6100257; (2000); A;,
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