Category: alcohols-buliding-blocks

Application of 35364-79-5, 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.35364-79-5, name is 2-(3,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.

General procedure: General procedure: NaBH4 (15 mmol, 3 equiv) was added in portion to a solution of Intermediate 3 (5 mmol) in methanol (200 mL) in an ice bath. The resulting mixture was then warmed to room temperature and stirred for 1 hour. Most of the solvent was evaporated under reduced pressure. Saturated aqueous Na2CCb (50 mL) was added and then the mixture was extracted with EtOAc (3 x 50 mL). Purified from chromatographic column to give alcohol 6 (Scheme 4). The alcohol 6 (0.5 mmol) in DCM (10 mol) was put in ice bath. TEA (0.55 mmol, 1.1 equiv) was added, then methanesulfonyl chloride (0.55 mmol, 1.1 equiv) was added again. The mixture was stirred at 0 C for 2 hours. Removed the DCM and provided crude compound 7 without purification. To a solution of alcohol 4′ (0.5 mmol) and K2CO3 (1 mmol, 2 equiv) in DMF was added mesylate 7 (0.5 mmol). The mixture was stirred overnight at 60 C. Cooled to room temperature and added 50 mL of water. Extracted with EtOAc (2 x 50 mL), Combined the EtOAc layers and washed with brine. Dried (Na2S04), filtered, and concentrated in vacuo. Purified by silica gel chromatography and got the final product II.

Statistics shows that 35364-79-5 is playing an increasingly important role. we look forward to future research findings about 2-(3,4-Dichlorophenyl)ethanol.

Reference:
Patent; UNIVERSITY OF MARYLAND, BALTIMORE; WANG, Hongbing; XUE, Fengtian; LIANG, Dongdong; (178 pag.)WO2018/236856; (2018); A1;,
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Related Products of 59365-66-1 , The common heterocyclic compound, 59365-66-1, name is 3-(3,5-Dimethylphenoxy)propane-1,2-diol, molecular formula is C11H16O3, 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.

A mixture of 3-(3,5-dimethylphenoxy)propane-1,2-diol (1.00 g, 5.10 mmol) and urea (0.618 g, 10.29 mmol) was heated at 185-195 C. for about 6 hours. The resulting brown viscous material was cooled to ambient temperature and partitioned between water and chloroform. The organic layer was concentrated in vacuo to provide a crude residue that was purified by Preparative HPLC on a Zodiacsil C18 (250*33 mm, 10mu) column (eluding with acetonitrile/0.1% formic acid (55:45) at a flow rate of 48 mL/min). The title compound eluted at 5.74 min. Following standard extractive workup with ethyl acetate, the solvent was removed in vacuo to yield the title compound as a white solid (0.180 g, 16%). m.p. 121-124 C.; 1H NMR (400 MHz, CDCl3) delta 2.29 (s, 6H), 3.57-3.63 (m, 1H), 3.72-3.79 (m, 1H), 4.07-4.16 (m, 2H), 4.90-4.98 (m, 1H), 5.02 (br, exchangeable with D2O, 1H), 6.54 (s, 2H), 6.64 (s, 1H); IR (KBr) upsilon 3283, 1734, 1600, 1321, 1236 cm-1; MS 222 (M+1).

The synthetic route of 59365-66-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2009/270469; (2009); A1;,
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Synthetic Route of 6149-41-3, Adding some certain compound to certain chemical reactions, such as: 6149-41-3, name is Methyl 3-hydroxypropanoate,molecular formula is C4H8O3, 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 6149-41-3.

EXAMPLE 18 20 grams of Cu(NO3)2.3H2O was dissolved in 40 ml of distilled water, and precipitated at PH=8 with 10% by weight of sodium hydroxide to obtain liquid A. 26.0 grams of Na2SiO3.9H2O and 2.3 ml of ethanol solution containing 30% of TiCl4 were dissolved in 60 ml of distilled water, and then precipitated at PH=8 with 10% by weight of sodium hydroxide to obtain liquid B. The liquid A and liquid B were mixed, aged at 80 C. for 4 hours, filtrated, and washed until the filtrate became neutral, dried at 120 C. for 16 hours, baked at 600 C. for 4 hours, and crushed into fine particles, and screened. The particles with a particle size of 20-40 mesh were selected for future use. 1.0 gram of CuCl was prepared into 20 ml of solution, and the above catalyst particles were immersed into the solution for 8 hours, and baked at 350 C. for 4 hours. The catalysts prepared by the above three methods were charged into fixed reactors each having an inner diameter of 15 mm and a length of 250 mm, respectively. The charging amount of the catalyst was 4 grams. H2 was firstly introduced into the reactor, and then the temperature was increased to 300 C. with a increasing speed of 0.5 C./min. The resultant was reduced in situ for 4 hours, followed by decreasing the temperature to 140 C. A methanol solution containing methyl 3-hydroxyl-propionate was introduced into the reactor to carry out a hydrogenation reaction and the results are shown in table 1. TABLE 1 The selectivity of methyl The selectivity of Catalyst 3-hydroxyl-propionate % 1,3-propylene glycol % Method 1 80.3 79.6 Method 2 90.9 87.1 Method 3 93.9 88.2

According to the analysis of related databases, 6149-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chen, Jing; Cui, Fang; Liu, Jianhua; Xia, Chungu; Tong, Jin; US2007/191629; (2007); A1;,
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Reference of 124-68-5 ,Some common heterocyclic compound, 124-68-5, molecular formula is C4H11NO, 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.

STR93 a) Synthesis of N-(tert-butoxycarbonyl)-2-amino-2-methyl-1-propanol To solution of 2-amino-2-methyl-1-propanol (87 mmol, 8.3 ml) in 200 ml of CH2 Cl2 is added di-tert-butyl dicarbonate (96 mmol, 21.52 g) in 50 ml of CH2 Cl2. After 14 hours under argon, the solvent is evaporated under vacuum and 16.08 g (98% yield of pure compound is obtained. 1 H NMR (200 MHz, CDCl3): delta 4.70 (1 H, bs), 4.09 (1 H, bs), 3.57 (1H, d, J=6.0), 1.42 (9 H, s), 1.24 (6 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,124-68-5, its application will become more common.

Reference:
Patent; Ciba Specialty Chemicals Corporation; US6140326; (2000); A;,
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Reference of 30379-58-9 ,Some common heterocyclic compound, 30379-58-9, molecular formula is C9H10O3, 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.

A previously dried round bottom flask fitted with a magnetic stirrer was charged with NaH (19 mg, 0.81 mmol) and then benzyl glycolate (230 muIota, 1 .62 mmol) in anhydrous THF (3 ml) were added in dropwise. Immediately after the addition was complete, a solution of 2-methanesulfonyl-3-(4-trifluoromethoxy-benzyl)-3H-imidazo[4,5-b]pyridine (90 mg, 0.24 mmol) in anhydrous THF (3 ml) was added. Reaction was left stirring under N2 at r.t. over the weekend. The reaction was quenched with water and a white solid crashed out of solution. This solid was filtered off and dried to afford the title compound (76 mg, 69%). [00355] LCMS Method: 1 , RT: 5.51 min, Ml: 458 [M+1] [00356] 1H NMR, Method 1 : (DMSO) 8.17 (dd 1 H), 7.84 (dd 1 H), 7.43 (d 2H), 7.40 – 7.36 (m 1 H), 7.32 (s 4H), 7.27 (d 2H), 7.22 (dd 1 H), 5.34 (s 2H), 5.29 (s 2H), 5.22 (s 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 30379-58-9, Benzyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; STOCKLEY, Martin Lee; MACDONALD, Ellen Catherine; PRITOM, Shah; JORDAN, Allan; HITCHIN, James; HAMILTON, Niall; (217 pag.)WO2016/124939; (2016); A1;,
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Electric Literature of 575-03-1, 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 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows.

2) 4.6 g of the product of step 1), 6 g of anhydrous potassium carbonate, 50 ml of acetone and 8.4 g of 1,3-dibromopropane were heated under reflux for 4 hours, and then cooled to room temperature and filtrated. The solvent was removed by rotation to give yellowish oil, which was passed through a column to give 5.6 g of white solid. Melting point: 72-74° C., yield: 80.1percent.

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 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Patent; NHWA PHARMA CORPORATION; Zhang, Guisen; Chen, Yin; Xu, Xiangqing; Liu, Bifeng; Liu, Xin; Zhao, Song; Liu, Shicheng; Yu, Minquan; Zhang, Heng; Liu, Xinghua; US2014/113911; (2014); A1;,
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Reference of 2425-28-7 , The common heterocyclic compound, 2425-28-7, name is 2-Bromo-1-phenylethan-1-ol, molecular formula is C8H9BrO, 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.

General procedure: To a solution of the olefin (0.5-1.2mmol) in 10-16mL of acetonitrile-water (1:1) mixture was added NBS (1.05equiv) at rt. The reaction mixture was stirred until all the olefin was consumed, as monitored by TLC analysis. Subsequently, TetMe-IA (10mol%) and Oxone (1.0equiv) were introduced into the reaction mixture, and the stirring was continued. After completion of the oxidation as judged by TLC analysis, the reaction mixture was washed with saturated NaHCO3 solution. The organic matter was extracted 2-3 times with ethyl acetate or dichloromethane, and the combined organic extract was dried over anhyd Na2SO4. The solvent was removed in vacuo and the resultant residue was subjected to a short-pad silica gel column chromatography to isolate pure alpha-bromoketone.

The synthetic route of 2425-28-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chandra, Ajeet; Parida, Keshaba Nanda; Moorthy, Jarugu Narasimha; Tetrahedron; vol. 73; 40; (2017); p. 5827 – 5832;,
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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. 4442-79-9, name is 2-Cyclohexylethanol, the common compound, a new synthetic route is introduced below. Safety of 2-Cyclohexylethanol

General procedure: The N-substituted phthalimides were prepared according to literature.30 A mixture of phthalimide (2.21 g, 15 mmol), triphenylphosphine (3.93 g, 15 mmol), and appropriate alcohol (15 mmol) in 20 mL of dry THF was cooled to 0 C. Diethyl azodicarboxylate (DEAD) (2.61 g, 15 mmol) in 15 mL of dry THF was slowly added dropwise (1 h). The reaction mixture was then allowed to warm to room temperature and stirred overnight. Solvent was evaporated under reduced pressure and the residue suspended in Et2O. After the precipitate was filtered, the solvent was evaporated and the residue purified by column chromatography [eluent CH2Cl2] to afford appropriate N-substituted phthalimide.

The synthetic route of 4442-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wicek, Ma?gorzata; Kottke, Tim; Ligneau, Xavier; Schunack, Walter; Seifert, Roland; Stark, Holger; Handzlik, Jadwiga; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 19; 9; (2011); p. 2850 – 2858;,
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Application of 629-41-4 ,Some common heterocyclic compound, 629-41-4, molecular formula is C8H18O2, 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.

General procedure: DHP (3.46 ml, 37.9 mmol) and a catalytic amount of PPTS were added to a solution of 1,8-octanediol (Compound 7, 5.85 g, 40.0 mmol) in CHCl3 (100 ml) in a stream of argon at room temperature, and the mixture was stirred for 16 hours. The reaction solution was stirred for 5 minutes after addition of H2O. The organic layer was separated, and the aqueous layer was extracted with EtOAc. The combined organic layer was washed with a saturated aqueous NaHCO3 solution then with a saturated aqueous NaCl solution, and was dried over Na2SO4. After evaporation of the solvent, the residue was purified by column chromatography on silica gel (Hexane:EtOAc = 3:1 to 2:1) to yield the corresponding THP ether (4.95 g, 54%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,629-41-4, its application will become more common.

Reference:
Patent; aRigen Pharmaceuticals, Inc.; SAIMOTO, Hiroyuki; KITA, Kiyoshi; YABU, Yoshisada; YAMAMOTO, Masaichi; EP2636663; (2013); A1;,
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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. 56456-51-0, name is 2-Chloro-4-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, 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. Recommanded Product: 2-Chloro-4-(trifluoromethyl)benzyl alcohol

Reference Example 130 To a solution of 2-chloro-4-(trifluoromethyl)benzyl alcohol (2.23 g) and triphenylphosphine (4.17 g) in tetrahydrofuran (25 ml) was added carbon tetrabromide (5.27 g), and the mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated, hexane and diethyl ether were added to the residue, and the insoluble substance was removed by filtration. The filtrate was concentrated, and the obtained residue was subjected to silica gel column chromatography and eluted with ethyl acetate-hexane (0:1 to 1:4, v/v) to give 2-chloro-4-(trifluoromethyl)benzyl bromide (2.90 g, yield 99%) as a colorless oil. 1H-NMR (300 MHz, CDCl3) delta:4.59 (2 H, s), 7.46 – 7.60 (2 H, m), 7.65 (1 H, s).

With the rapid development of chemical substances, we look forward to future research findings about 56456-51-0.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1829863; (2007); A1;,
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