Author: tianli

Electric Literature of 52273-77-5, 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 52273-77-5 as follows.

EXAMPLE 37 A solution of 1.0 g of tert-butyl (2R,4R)-3-(2-aminoacetyl)-2-phenyl-4-thiazolidinecarboxylate in 10 cm3 of chloroform is added to a solution of 0.6 g of N,N’-carbonyldiimidazole in 15 cm3 of chloroform. The reaction mixture is stirred for 2 hours at a temperature in the vicinity of 25 C., followed by the addition of 0.44 g of 2-(3-aminophenyl)ethanol in solution in 5 cm3 of chloroform. The reaction mixture is stirred for 12 hours at a temperature in the vicinity of 25 C., then concentrated to dryness under reduced pressure at 40 C. The oily residue obtained is purified by chromatography on silica [eluent: ethyl acetate] and the fractions containing the expected product are combined and concentrated to dryness under reduced pressure at 40 C. After recrystallization in acetonitrile, 0.18 g of tert-butyl (2R,4R)-3-{2-[3-(3-(2-hydroxyethyl)phenyl)ureido]acetyl}-2-phenyl-4-thiazolidinecarboxylate is thus obtained in the form of white crystals, melting at 164 C. ([alpha]D20 =+59.6+-1.8 (C=0.50%; DMF) [proton NMR (300 MHz, DMSO D6, delta in ppm), 2 rotamers at room temperature, peak coalescence at 120 C., characteristic chemical shifts at 120 C.: 2.7 and 3.60 (2t, 4H, CH2 CH2 O); 6.8 (bd, 1H, N–C6 H4 –C in position 4 or 6); 7.05 to 7.20 (m, 3H, N–C6 H4 –C in position 2, 5 and 6); 7.3 (m, 3H, C6 H5); 7.6 (d, 2H, C6 H5). Infra-red spectrum (KBr), characteristic bands in cm-1): 3320, 2975, 2930, 2880, 2850, 1740, 1660, 1610, 1590, 1560, 1510, 1480, 1450, 1365, 1150, 1060, 790, 730, 695].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52273-77-5, its application will become more common.

Reference:
Patent; Rhone-Poulenc Rorer S.A.; US5610144; (1997); A;,
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Reference of 5339-85-5, 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.5339-85-5, name is 2-(2-Aminophenyl)ethanol, molecular formula is C8H11NO, molecular weight is 137.18, as common compound, the synthetic route is as follows.

General procedure: To an oven-dried, nitrogen purged Schlenk tube containing [Ru(p-cymene)Cl2]2(46.9 mg, 0.075 mmol), dppb (64.0 mg, 0.15 mmol) and Cs2CO3(97.7 mg, 0.30 mmol) was added alcohol (3 mmol), amine (0.33 mmol),3-methyl-2-butanone (0.8 ml, 7.5 mmol) and tBuOH(3 ml) and the reaction heated at reflux for 24 h. On completion, the reaction was allowed to cool to room temperature before the solvent was removed invacuo. The crude product was purified by column chromatography (diethyl ether/petroleum ether (b.p. 40-60 C) as eluent) before recyrstallization from(dichloromethane/hexane), to afford the corresponding amide in good yield.

The chemical industry reduces the impact on the environment during synthesis 5339-85-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Watson, Andrew J.A.; Wakeham, Russell J.; Maxwell, Aoife C.; Williams, Jonathan M.J.; Tetrahedron; vol. 70; 23; (2014); p. 3683 – 3690;,
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Reference of 2807-30-9 , The common heterocyclic compound, 2807-30-9, name is 2-Propoxyethanol, molecular formula is C5H12O2, 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 227; In 2 ml of tetrahydrofuran were dissolved 340 mg of the compound represented by the formula (IIa-1) and 170 mg of 2-propoxyethanol, 70 mg of sodium hydride (60% oily) and 0.5 ml of tetrahydrofuran were added under ice-cooling, and the mixture was stirred at room temperature for 2 hours . Thereafter, an aqueous saturated ammonium chloride solution was added to the reaction mixture, followed by extraction with t-butyl methyl ether. The organic layer was dried with sodium sulfate, and concentrated under reduced pressure. The residue was subjected to medium pressure preparative liquid chromatography to obtain 290 mg of a compound represented by the formula (227) :(hereinafter, referred to as present compound (227)) . 1H-NMR (CDCl3, TMS) delta (ppm) : 4.69-4.67 (2H, m) , 3.81-3.78 (2H, m) , 3.46 (2H, t) , 3.04 (6H, . br) , 1.66-1.57 (2H, m) , 0.92 (3H, t)

The synthetic route of 2807-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/32858; (2008); A2;,
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Synthetic Route of 37585-16-3, 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.37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.

In a 2L 3-neck round bottom flask, the stirred solution of (2-amino-4-chlorophenyl)methanol 2 (32 g, 203.82 mmol) in DCM (765 mL), manganese(IV) oxide (150 g, 1.724 mol) was added at rt. The resulting reaction mixture was stirred at rt under argon atmosphere for 40 h. On completion of reaction the reaction mixture was filtered through CELITE pad and solid residue was washed thoroughly with DCM (1000 mL). The combined filtrate was concentrated under reduced pressure to give 2-amino-4-chlorobenzaldehyde as orange solid. Yield: 24g (76.2 %).

Statistics shows that 37585-16-3 is playing an increasingly important role. we look forward to future research findings about (2-Amino-4-chlorophenyl)methanol.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; KALLER, Matthew Richard; LIU, Qingyian; NGUYEN, Thomas T.; PICKRELL, Alexander J.; QIAN, Wenyuan; RZASA, Robert M.; ZHONG, Wenge; WO2013/188724; (2013); A1;,
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Reference of 4442-79-9, 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 4442-79-9 as follows.

General procedure: To a solution of Ph3P(OAc)2, was added 3-phenylpropanol (1 mmol, 0.137 mL). The progress of the reaction was monitored by TLC (Table 3, entry 2). After completion of the reaction (0.3 h) the reaction mixture was filtered to remove the precipitated NH4Br followed by evaporation of the solvent. Column chromatography of the crude mixture on silica gel using n-hexane/EtOAc (3:1) as the eluent gave 3-phenylpropyl acetate in 90% yield (0.159 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4442-79-9, its application will become more common.

Reference:
Article; Iranpoor, Nasser; Firouzabadi, Habib; Elham, Etemadi Davan; Tetrahedron Letters; vol. 54; 14; (2013); p. 1813 – 1816;,
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Electric Literature of 932-01-4, 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.932-01-4, name is 4,4-Dimethylcyclohexanol, molecular formula is C8H16O, molecular weight is 128.21, as common compound, the synthetic route is as follows.

N,N’-carbonyldiimidazole (118 mg) was added to a mixture of 4,4-dimethylcyclohexanol (72 mg) and acetonitrile (7 ml). The reaction mixture was stirred at 45C for 1 hour, added with water and chloroform and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The product (190 mg) of the above (2), triethylamine (0.21 ml), 4-dimethylaminopyridine (10 mg) and DMF (5 ml) were added to the residue and the reaction mixture was heated at 80C for 1 hour. The reaction mixture was evaporated under reduced pressure, and water and chloroform were added thereto. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate = 100/0 to 0/100 gradient) to obtain 135 mg of 4,4-dimethylcyclohexyl (S)-3-(4-benzyloxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate.

Statistics shows that 932-01-4 is playing an increasingly important role. we look forward to future research findings about 4,4-Dimethylcyclohexanol.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP2277861; (2011); A1;,
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Related Products of 178312-48-6 ,Some common heterocyclic compound, 178312-48-6, molecular formula is C7H12F2O, 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 above (4, 4-difluorocyclohexyl) methanol was dissolved in 5 ml of pyridine. Thereto 2.2 g of p- toluenesulfonyl chloride was added at 0C and the mixture was stirred at room temperature overnight. Thereafter, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed successively with water, dilute hydrochloric acid and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 3.1 g of 4, 4- difluorocyclohexylmethyl p-toluenesulfonate. 4, 4-Difluorocyclohexylmethyl p-toluenesulfonate: lH-NMR (CDC13, TMS) 5 (ppm): 1.18-1. 37 (2H, m), 1.56-1. 86 (5H, m), 2.00-2. 17 (2H, br), 2.46 (3H, s), 3. 86 (2H, d), 7. 35 (2H, d), 7.78 (2H, d).

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. 178312-48-6, (4,4-Difluorocyclohexyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2005/63694; (2005); 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. 623-50-7, name is Ethyl 2-hydroxyacetate, the common compound, a new synthetic route is introduced below. Safety of Ethyl 2-hydroxyacetate

Step 1; Benzyloxy-acetic acid ethyl ether; 1 1 5 g of ethyl glycolate is dissolved in 120 ml of dry THF under an atmosphere of nitrogen and cooled to 0 4 9 g of sodium hydride is added portionwise over 40 minutes and the reaction mixture stirred at 0 for 15 minutes and then 4 3 g of tetrabutylammonium iodide is added followed by 13 3 ml of benzyl bromide The mixture allowed to warm to RT and stirred for 3 hours The reaction then quenched with 20 ml of a saturated aqueous ammonium chloride solution and the THF then removed in vacuo The residue is partitioned between EtOAc (100 ml) and H2O (150 ml) The aqueous then extracted twice with EtOAc and the combined EtOAc extracts washed with 50 ml brine then dried over magnesium sulfate, filtered and the solvent evaporated The residue is purified by flash chromatography on silica eluting with a 19 1 /so-hexane/diethyl ether to 4 1 /so-hexane/diethyl ether mixture to yield the title compound

The synthetic route of 623-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2009/106539; (2009); 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. 17100-64-0, name is (4-Bromo-3-methoxyphenyl)methanol, molecular formula is C8H9BrO2, 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. Application In Synthesis of (4-Bromo-3-methoxyphenyl)methanol

4-Bromo-3-methoxybenzyl alcohol (2l.7 g, 0.l m) dissolved in toluene (200 ml) containing pyridine (ll.8 g, 0.l5 m) is stirred at 5° and treated with thionyl chloride (23.8 g, 0.2 m). The mixture is stirred, diluted with water and the organic layer washed with dilute hydrochloric acid, dried and concentrated in vacuo to give 4-bromo-3-methoxybenzyl chloride.

With the rapid development of chemical substances, we look forward to future research findings about 17100-64-0.

Reference:
Patent; SMITHKLINE BECKMAN CORPORATION; EP244088; (1989); A3;,
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Electric Literature of 5020-41-7 ,Some common heterocyclic compound, 5020-41-7, molecular formula is C9H12O2, 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: Alcohol S1 (2.0 mmol, 1.0 equiv) and H2SO4 (0.2 equiv) were added successively to a solution of aldehyde S2 (1.2 equiv) intoluene (5.0 mL). The reaction mixture was stirred at room temperature for 2 h. Then the reaction mixture was quenched withwater (2.0 mL) and extracted with ethyl acetate. The combined organic extract was washed with saturated brine and dried withanhydrous MgSO4. After filtration and concentration, the residue was purified by flash chromatography to give substrate 1.

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. 5020-41-7, 2-(3-Methoxyphenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Zehua; Mao, Ying; Guan, Honghao; Cao, Min; Hua, Jing; Feng, Lei; Liu, Lei; Chinese Chemical Letters; vol. 30; 6; (2019); p. 1241 – 1243;,
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