Tag: M.W=200-300

Application of 486460-26-8, 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 486460-26-8, name is (4-Bromo-2,5-difluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

NaH (210 mg, 8.8 mmol) was added to a solution of XLVII-3 (446 m g, 2 mmol) in DMF (10 mL) at 0 C. The reaction mixture was stirred at 0 C. for 30 mins. A solution of XLVII-3A (366 mg, 2 mmol) in DMF (5 mL) was added dropwise. The reaction mixture was stirred at 0 C. for 4 h. Water (5 mL) was added. The reaction mixture was diluted with brine and EtOAc. The aqueous layer was extracted with EtOAc. The combined organic layer was washed with brine, dried over MgSO4 and concentrated. The crude product was purified by column (PE/EA=2/1) to afford XLVII-4 (200 mg, yield 30.7%).

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 486460-26-8, (4-Bromo-2,5-difluorophenyl)methanol.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/200215; (2014); A1;,
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Electric Literature of 261723-32-4, Adding some certain compound to certain chemical reactions, such as: 261723-32-4, name is (3-Bromo-2-fluorophenyl)methanol,molecular formula is C7H6BrFO, 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 261723-32-4.

6.4 {2-Fluoro-3-[2-(3-methoxyphenyl)imidazo[1,2-a]pyridin-6-yl]phenyl}methanol 300 mg of (3-bromo-2-fluorophenyl)methanol are dissolved in 15 ml of toluene and 5 ml of ethanol and degassed under a stream of argon for 10 min. 101 mg of tetrakis(triphenylphosphine)palladium, 580 mg of 2-(3-methoxyphenyl)imidazo[1,2-a]pyridine-6-boronic acid and 5 ml of a 2M sodium carbonate solution are subsequently added thereto. The mixture is heated at 80 C. for 16 hours and then, after cooling to ambient temperature, concentrated under reduced pressure. The residue is taken up between water and ethyl acetate and then the organic phase is separated, dried and concentrated under reduced pressure. The residue is purified by chromatography on silica gel, elution being carried out with a dichloromethane/ethyl acetate mixture. 254 mg of compound are obtained. M.p.=143-144 C. 1H NMR spectrum (d6-DMSO, delta in ppm): 3.85 (s, 3H); 4.65 (d, 2H); 5.35 (t, 1H); 6.95 (d, 1H); from 7.3 to 7.4 (m, 2H); 7.45 (d, 1H); from 7.5 to 7.65 (m, 4H); 7.7 (d, 1H); 8.5 (s, 1H); 8.75 (s, 1H). M+H=349.

According to the analysis of related databases, 261723-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; sanofi-aventis; US2011/65699; (2011); 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. 13826-35-2, name is (3-Phenoxyphenyl)methanol. A new synthetic method of this compound is introduced below., HPLC of Formula: C13H12O2

Example 16 – (3-Phenoxyphenyl)methyl 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2- dimethyl-cyclopropanecarboxylate 13 A solution of 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropanecarbonyl chloride (242mg, 1.1 eq) in toluene (6ml_) was added dropwise to a solution of (3- phenoxyphenyl)methanol (170mg, 1 eq) and pyridine (68muIota_, 1 eq) in toluene (6ml_). The reaction mixture was stirred overnight at room temperature after which time TLC analysis showed the reaction had gone to completion. The reaction mixture was diluted with ethyl acetate (15ml_) and washed with water (2 x 10ml_) and brine (10ml_) before being dried over MgS04 and the solvent removed in vacuo. The residue was purified by flash chromatography (solvent 9: 1 hexane/ethyl acetate) to afford the product as a clear oil (262mg, 73 %). 1 H NMR deltaEta (CDCIs, 300 MHz): 7.25 (m, 4H), 6.93(m, 6H), 5.00 (dd, J= 15.6, 3.3 Hz, 2H), 2.10 (t, J= 8.4Hz, 1 H), 1.95 (d, J= 8.4Hz, 1 H), 1.22 (s, 3H), 1.20 (s, 3H); ESI-MS 447.1 [MNa]+.

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, 13826-35-2, (3-Phenoxyphenyl)methanol.

Reference:
Patent; REDX PHARMA LIMITED; THOMPSON, William; JACKSON, Peter; LINDSAY, Derek; SCREEN, Thomas; MOLTON, Benjamin; URCH, Christopher; WO2013/136073; (2013); A1;,
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Related Products of 4249-72-3 ,Some common heterocyclic compound, 4249-72-3, molecular formula is C14H14O2, 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.

The reaction feed is carried out in a glove box.Weigh lignin dimer 5 (0.1 mmol, 21.4 mg),Photocatalyst antimony trichloride (1 mol%), auxiliary tetrabutylammonium chloride (5 mol%),Di-tert-butyl azodicarboxylate (0.1 mmol) and 0.5 mL of acetonitrile were placed in a 10 ml reaction pressure tube. The reaction pressure tube is sealed in a blue light at 420 nm.After stirring for 12 hours, after the lignin dimer 5 is completely converted,Continue to add lignin dimer 5 (0.1 mmol, 21.4 mg) to the reaction.And di-tert-butyl azodicarboxylate (0.1 mmol), each time after the reaction,The conversion and product yield are shown in Figure 3. After the tenth feeding reaction is over,After separation by silica gel column chromatography (ethyl acetate: petroleum ether = 1:5, volume ratio), the product benzaldehyde (84.8 mg, yield 80%)And 1-(phenoxymethyl)-1,2-dicarboxylic acid di-tert-butyl ester-oxime (1)(267.0 mg, yield 79%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4249-72-3, its application will become more common.

Reference:
Patent; Jilin University; Zhang Yuetao; He Jianghua; Wang Yinling; (11 pag.)CN110156581; (2019); A;,
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Application of 163119-16-2, 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. 163119-16-2, name is 2,6-Di-tert-butyl-4-methylcyclohexanol, molecular formula is C15H30O, 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 mixture of 186 g of Compound (I-7) and 272 g of the foregoing Intermediate (I-6) suspended in 1.4 liter of ethyl acetate, 161 g of potassium acetate and 387 ml of anhydrous acetic acid were added in this order and stirred at 45 C. for 3 hours on a steam bath to react them. Thereafter, the reaction mixture was cooled on an ice bath and then 1 liter of water was added. Following stirring for 1 hour while cooling on an ice bath, precipitated crystals were collected by filtration. The crystals were washed with water. Crystals thus obtained were suspended in 1.5 liters of methanol and then 400 ml of a 25% aqueous ammonia was added. The resulting mixture was stirred at 40 C. for 3 hours on a hot water bath and then cooled on an ice bath and subjected to neutralization with dilute hydrochloric acid. Precipitated crystals were collected by filtration. The crystals were washed with water and dried. As a result, 291 g (yield 66%) of the objective Intermediate (I-8) was obtained, as a white crystal.

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 163119-16-2, 2,6-Di-tert-butyl-4-methylcyclohexanol.

Reference:
Patent; Fuji Photo Film Co., Ltd.; US6649771; (2003); B2;,
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Application of 25574-11-2, 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.25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, molecular weight is 215.087, as common compound, the synthetic route is as follows.

General procedure: An evacuated and argon purged 250 mLthree-necked round-bottom flask equipped with a Teflon-coated magnetic stirringbar, argon inlet, reflux condenser and gas bubbler was charged with30.0 mmol (1.0 eq) 4-bromoaryl derivative. It was dissolved in60 mL degassed EtOH:H2O = 7:3 (v/v) under argon and 3.90 g(60.0 mmol, 2.0 eq) NaN3, 297 mg (1.50 mmol, 5.0 mol %)sodiumascorbate, 571 mg (3.00 mmol, 10 mol%) as well as 485 muL (397 mg,4.50 mmol, 15 mol%) N,N?-dimethylethylenediamine(DMEDA) were added, respectively. The bluish suspension wasadditionally degassed for three times applying vacuum to the suspension untilthe solvent started to boil, which was immediately afterwards purged withargon. It was heated under reflux in an oil bath at 100 C for 2 huntil reaction control via GC-MSshowed quantitative conversion of the starting material. Subsequently, the bluishsuspension was cooled to room temperature and the solvent was removed on arotary evaporator. The residual, brownish solid was diluted with 300 mLEtOAc and the organic phase was washed with 1 M HCl (2 x 150 mL).Afterwards the product was re-extracted from the brownish, aqueous phase withEtOAc (1 x 50 mL), the combined brownish, organic phases were washed withhalf-saturated NaHCO3 (2 x 150 mL) and again re-extracted withEtOAc (1 x 50 mL). The combined yellowish, organic phases were dried overMgSO4, filtered, and concentrated on a rotary evaporator. Finally, the brownish, viscous liquid was purified via flash column chromatography(250 g SiO2, column: 22.0 x 6.0 cm) and the resultingyellowish liquid dried under high vacuum.

The chemical industry reduces the impact on the environment during synthesis 25574-11-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Leypold, Mario; Wallace, Paal W.; Kljajic, Marko; Schittmayer, Matthias; Pletz, Jakob; Illaszewicz-Trattner, Carina; Guebitz, Georg M.; Birner-Gruenberger, Ruth; Breinbauer, Rolf; Tetrahedron Letters; vol. 56; 41; (2015); p. 5619 – 5622;,
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Adding a certain compound to certain chemical reactions, such as: 25392-41-0, 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

The crude product (2 g, 9.50 mmol) in 200 mL single neck flask, adding 1 n naoh (100ml) the concentrated solution immediately turned yellow, and the solution was placed in an oil bath and heated to reflux for 2 h, and after the reaction, cooling to room temperature, with concentrated sulfuric acid to adjust the pH to 2 -3, and the resulting solution with ethyl acetate (30 ml × 4) the extraction, combining the organic phase with saturated saline (20 ml × 2, washed, dried over anhydrous sodium sulfate, filtered Solvent, the filtrate is evaporated under reduced pressure to obtain gray-brown columnar crystalline 1.3 g, the crude yield 71.2% of the crude product (1 g, 5.20 mmol) suspended in 10 mL of methanol and added dropwise 0 5 Ml of concentrated sulfuric acid, after dropping, heating under reflux to react for about 4 h, after the reaction, the methanol was removed under reduced pressure, the residual liquid is poured into 30 ml of water, in ethyl acetate (20 ml × 3) extraction, combining the organic phase with saturated sodium bicarbonate solution (15 mL × 2) washing, saturated brine (15 mL × 2, washed, dried over anhydrous sodium sulfate, filtered, the filtrate is decompressed and evaporated to obtain an yellow-brown oil, column chromatography (petroleum ether/ethyl acetate, 80: 20 Purification, v/v) to obtain light yellow solid 0.75 g, 70% yield

At the same time, in my other blogs, there are other synthetic methods of this type of compound,25392-41-0, 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one, and friends who are interested can also refer to it.

Reference:
Patent; ChinaPharmaceutical University; Huang, Wenlong; QIAN, Hai; Li, Zheng; YANG, Jianyong; Su, Xin; Pan, MiaoBo; (22 pag.)CN105566267; (2016); A;,
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Reference of 480449-99-8, 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. 480449-99-8, name is Benzyl 3-hydroxycyclobutanecarboxylate. A new synthetic method of this compound is introduced below.

REFERENTIAL EXAMPLE 153 Benzyl 3-methoxycyclobutanecarboxylate: Methyl iodide (194 mul) and silver oxide (237 mg) were added to a solution of the compound (317 mg) obtained in Referential Example 151 in N,N-dimethylformamide (3.0 ml), and the mixture was stirred at 45 C. for 1 hour. Methyl iodide (194 mul) and silver oxide (226 mg) were additionally added to the reaction mixture, and the mixture was stirred at 45 C. for 16 hours. After the catalyst was removed by filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate_hexane=1:10) to obtain the title compound (152 mg). 1H-NMR (CDCl3) delta: 2.14-2.24(2H,m), 2.44-2.54(2H,m), 2.59-2.72(1H,m), 3.21(3H,s), 3.73-3.81(1H,m), 5.11(2H,s), 7.22-7.39(5H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,480449-99-8, its application will become more common.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
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Application of 83647-43-2, 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 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Dioxane (200 mL) was charged to a 500 mL round-bottom flask and nitrogen was bubbled through for 10 minutes. (3-bromo-2-methylphenyl)methanol (9.0 g, 44.8 mmol) was added and nitrogen was bubbled through for 10 minutes. Potassium acetate (13.18 g, 134 mmol) was added and nitrogen was bubbled through for 10 minutes. Bis(pinacolato)diboron (18.19 g, 71.6 mmol) was added and nitrogen was bubbled through for 10 minutes. PdCl2(dppf)-CH2Cl2 (4.75 g, 5.82 mmol) was added and nitrogen was bubbled through for 10 minutes. The reaction was heated at 80 C overnight. The reaction was diluted with ethyl acetate (200 ml) , filtered through a celite bed and the bed washed with ethyl acetate. The combined organic portions were concentrated under vacuum to provide a black pasty residue. This crude residue was adsorbed onto silica gel and chromatographed on a 120 g silica gel column using acetone in petroleum ether. The product eluted at 5.0 % acetone. Fractions containing the product were combined and the solvent was removed under vacuum. An off-white solid was obtained. The solid was stirred with petroleum ether and filtered under vacuum to remove boron impurities. The title compound (8.7g, 77%) was pure by NMR analysis. 1H NMR (500MHz, DMSO-de) delta 7.33 (dd, J=0.9, 7.5 Hz, 1H), 7.45 (d, J=6.9 Hz, 1H), 7.22 (t, J=7.5 Hz, 1H), 4.73 (d, J=3.0 Hz, 2H), 2.58 (s, 3H), 1.58 (br. s., 1H, OH), 1.37 (s, 12H).

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 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHUPAK, Louis S.; ZHENG, Xiaofan; WO2015/34820; (2015); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14722-40-8, name is Pentadecane-1,15-diol, the common compound, a new synthetic route is introduced below. Application In Synthesis of Pentadecane-1,15-diol

General procedure: Under an atmosphere of N2, a 97% H3PO4 solution (8.7 equiv) was prepared by adding P2O5 (300 mg, 2.10 mmol, 1.4 equiv) to 85% H3PO4 (0.6 mL, 0.85 g H3PO4, 8.67 mmol, 5.8 equiv). To this solution was added KI (1.44 g, 8.70 mmol) and then 1,15-pentadecanediol (367 mg, 1.50 mmol, 1 equiv). The reaction mixture was stirred at ?115 C for 4 h, cooled to rt, diluted with Et2O (20 mL), and water (20 mL) was added. The organic layer was separated, and the aqueous phase extracted with an additional 50 mL of Et2O. The combined organic extracts were washed with brine (20 mL), washed with a concentrated aqueous solution of Na2S2O3 (10 mL), dried (Na2SO4), and then concentrated. High-vacuum drying gave 1,15-diiodopentadecane (683 mg, 1.47 mmol, 70%) as a white solid;

The synthetic route of 14722-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vlahakis, Jason Z.; Mitu, Simona; Roman, Gheorghe; Rodriguez, E. Patricia; Crandall, Ian E.; Szarek, Walter A.; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6525 – 6542;,
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