Category: alcohols-buliding-blocks

Electric Literature of 1450754-41-2, Adding some certain compound to certain chemical reactions, such as: 1450754-41-2, name is 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol,molecular formula is C7H10N2O, 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 1450754-41-2.

(f) Imidazole (740 mg, 10.87 mmol, 3.0 eq), triphenylphosphine (1.05 g, 3.99 mmol, 1.1 eq) and dichloromethane (5 ml) were added to the reaction flask and cooled to 0 C.Add iodine (1.1 g, 4.35 mmol, 1.2 eq), and add the incubation reaction for 30 minutes.A solution of compound 5 (500 mg, 3.62 mmol, 1 eq) in dichloromethane (1 ml) was added at low temperature, and the mixture was stirred for 4 hours.Quenched with saturated sodium sulfite solution, extracted with ethyl acetate, dried and dried.Purified by column to obtain 400 mg of compound 6, yield: 46%

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. 1450754-41-2, 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhouguangdian Biological Technology Co., Ltd.; Ni Runyan; Wang Wei; (8 pag.)CN109369532; (2019); A;,
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Synthetic Route of 162744-59-4, 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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, 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.

Step 1: The preparation of 2,6-difluoro-4-bromobenzyl methanesulphonate; 2,6-difluoro-4-bromobenzyl alcohol (9.50 g) and triethylamine (5.0 g) were dissolved in THF cooled to 10C with stirring. Methanesulphonyl chloride (4.8 g) was added in a solution of THF (10ml) over 10 minutes, and a white solid precipitated from the solution. The reaction was then warmed to room temperature for one hour and then the solid was collected and washed with diethyl ether. The filtrate was evaporated to give 2,6-difluoro-4- bromobenzyl methanesulphonate (13.0 g) as a golden oil which slowly crystallised. ¹H NMR (CDCl3) No. ppm: 3.05 (s, 3H), 5.3 (s, 2H), 7.15 (t,2H).

According to the analysis of related databases, 162744-59-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; WO2005/123698; (2005); A1;,
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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.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.Computed Properties of C5H12O2

To 3-methylbutane-1,3-diol (0.1 g, 0.98 mmol) was added potassium t-butoxide (0.94 mL, 1M in THF) and stirred for 10 minutes. Example 1E (0.2 g, 0.47 mmol) in 1.2 mL of THF was added and the mixture stirred at ambient temperature for 30 minutes. The mixture was diluted with dichloromethane, 20 muL of glacial acetic acid was added and the resulting mixture was filtered, loaded onto silica and chromatographed. (0-20% MeOH in dichloromethane (0.1% NH4OH) over 900 mL) to afford the title compound (70 mg, 0.14 mmol, 29% yield). 1H NMR (300 MHz, CDCl3) delta ppm 1.30 (s, 6H), 1.41 (s, 9H), 1.67-1.92 (m, 3H), 1.94-2.09 (m, 3H), 3.60-3.81 (m, 2H), 3.85 (s, 3H), 4.11-4.23 (m, 1H), 4.23-4.33 (m, 3H), 4.54 (dd, J=15.1, 2.9 Hz, 1H), 6.98 (d, J=8.5 Hz, 1H), 7.01 (s, 1H), 7.53 (dd, J=8.6, 2.2 Hz, 1H), 8.26 (d, J=2.4 Hz, 1H). MS (DCI/NH3) m/z 512.3 (M+H)+. Analytical calculated for C26H36F3N3O4.0.2H2O: C, 60.56; H, 7.13; N, 8.15. Found: C, 60.57; H, 7.25; N, 8.12

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
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Application of 34598-50-0, 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.34598-50-0, name is 5-Bromo-2,3-dihydro-1H-inden-1-ol, molecular formula is C9H9BrO, molecular weight is 213.07, as common compound, the synthetic route is as follows.

Commercially available 5-bromoindanone (5.1 g, 24.3 mmol) was diluted into methanol (150 mL), cooled to 0 0C, and treated with sodium borohyd?de (1.8 g, 48.6 mmol). The reaction mixture was warmed to room temperature, aged overnight, and then partitioned between water and methylene chloride, the organic phase separated, dried and concentrated in vacuo. The clean crude alcohol (5.0 g, 97%) was isolated and used in the next step without purification. This hydroxybromoindane (5.04 g, 23.6 mmol) was diluted into toluene (100 mL), treated with catalytic p-toluenesulfomc acid (400 mg), and the reaction mixture refluxed under Dean-Stark trap conditions for 6 h. The mixture was cooled to room temperature, extracted with saturated aqueous sodium bicarbonate, and the organic phase separated, d?ed and concentrated in vacuo. The clean crude bromoindene (4.6 g, 100%) was isolated as an oil and used in the next step without purification. This bromoindene (4.5 g) was diluted into (1 : 1) methanol-methylene chloride (150 mL), chilled to -78 0C, and treated with ozone for 30 minutes, removed from the ozonator, warmed to room temperature, and treated with solid sodium bicarbonate (2.5 g) and dimethylsulfide (3 mL). The reaction mixture was aged for 14 h, treated with 78% ammonium hydroxide in water (30 mL), and the mixture maintained at room temperature overnight. The reaction mixture was then concentrated in vacuo, re-dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate, and the organic phase separated, dried and concentrated in vacuo. The crude product was purified by flash column chromatography (Biotage, SiO2, 20% EtOAc-heptane) to provide the solid bromoisoqumolme. EXAMPLE 59 was prepared from this bromoisoqumohne by first Heck coupling in a similar manner as described in EXAMPLE 53 above and illustrated in Scheme 8. The resultant lsoquinohne acrylamide methyl ester intermediate was saponified with LiOH, and the acid reduced with p-toluenesulfonyl hydrazide, both in a similar manner as described in the examples above to provide the desired product. LCMS m/z 321 (M++ 1)

Statistics shows that 34598-50-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,3-dihydro-1H-inden-1-ol.

Reference:
Patent; MERCK & CO., INC.; WO2006/52555; (2006); A2;,
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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 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1H,1H,2H,2H-Nonafluoro-1-hexanol

To a solution of the perfluoroalkyl alcohol (10 mmol) in 10 mLof dry THF, was added sodium hydride (60% 1.4 equiv. dissolved in 2 mL of dry THF in oil) at 0 C under nitrogen atmosphere. The mixture was stirred for 30 min. Then 1.35 g (10 mmol) of henylisothiocyanate was added. The reaction mixture was allowed to warm to room temperature and stirred for 3 h. The mixture was quenched with saturated aqueous ammonium chloride. The aqueous layer was washed with diethyl ether and the combined organic layers were dried over Na2SO4. The solvent was removed by vacuum evaporation and the crude products were purified with column chromatography on silica gel (70-230 meshes) using petroleum ether/diethyl ether (8:2) as eluent or recrystallized in cyclohexane to give the corresponding O-perfluoroalkyl thiocarbamate.

With the rapid development of chemical substances, we look forward to future research findings about 2043-47-2.

Reference:
Article; Chniti, Ines; Sanhoury; Chehidi; Journal of Fluorine Chemistry; vol. 156; (2013); p. 101 – 105;,
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Application of 27646-80-6, Adding some certain compound to certain chemical reactions, such as: 27646-80-6, name is 2-Methyl-2-(methylamino)propan-1-ol,molecular formula is C5H13NO, 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 27646-80-6.

To a solution of 6-bromonicotinic acid (240 mg) in ethyl acetate (10 mL) were added N,N-diisopropylethylamine (0.62 mL), 1.7 M propane phosphonic acid anhydride ethyl acetate solution (1.0 mL) and 2-methyl-2-(methylamino)propan-1-ol (120 mg), and the mixture was stirred at room temperature for 16 hr, and then at 50° C. for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (NH, hexane/ethyl acetate) to give the title compound (42 mg). MS(ESI+): [M+H]+ 286.8.

According to the analysis of related databases, 27646-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); A1;,
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Synthetic Route of 108-82-7, 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 108-82-7, name is 2,6-Dimethylheptan-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of 4 (1.0 mmol) in 1,4-dioxane or acetonitrile (5 mL) at 0 C was added 1,8-diazabicyclo[5.4.0]undec-7-ene (2 mmol) followed by alcohol compound (1.2 mmol). The reaction mixture was stirred at 50 C for overnight, and extracted with EtOAc for several times. The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexane (1:2) as eluant.

According to the analysis of related databases, 108-82-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thorat, Shivaji A.; Kang, Dong Wook; Ryu, Hyungchul; Kim, Myeong Seop; Kim, Ho Shin; Ann, Jihyae; Ha, Taehwan; Kim, Sung-Eun; Son, Karam; Choi, Sun; Blumberg, Peter M.; Frank, Robert; Bahrenberg, Gregor; Schiene, Klaus; Christoph, Thomas; Lee, Jeewoo; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 589 – 602;,
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Related Products 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.

Under room temperature, in DMSO to the proper amount of organic solvent, by adding 100mmol compounds represented by the following general formula (I) compound, 200mmol aboving (II) compound, 20mmol catalyst (to 5mmol1 – (1-ferrocene amido ethyl) – 3-isopropyl-1-imidazole Iodized salt and 15mmolCu (OTf)2(triflic acid copper) mixture), 240mmol oxydizers PhI (OAc)2, 100mmol alkali DBU and 25mmol accelerator CeCl3, then heating up to 70 C, and at this temperature the stirring reaction 5 hours;After the reaction, the reaction solution is filtered, filtrate under stirring the pH value adjusted to neutral, and then fully saturated salt water for washing, chloroform extraction 2-3 time, combined with the phase, is distilled under reduced pressure, the resulting residue over silica gel column chromatography, to volume ratio of 1:2 of the mixed solution of petroleum ether and ethyl acetate to elute, collect eluant and evaporating eliminates takes elution solvent, thereby obtaining the compound (III) variety, the yield is 95.8%.

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

Reference:
Patent; Yang Xiujuan; Yang, Xiujuan; (9 pag.)CN105503672; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 100-37-8, 2-(Diethylamino)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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

11.7 g of diethylaminoethanol was dissolved in 200 ml of 10% sodium bicarbonate solution and 100 ml of acetone. 31.1 g (0.1 mol) of 5- (2,4-difluorophenyl) acetylsalicyl chloride was added to the reaction mixture. The mixture was stirred at room temperature for 3 hours. The solvent is evaporated. The residue was suspended in 500 ml of ethyl acetate. To the reaction mixture was added 200 ml of 5% sodium bicarbonate. The ethyl acetate layer was collected and washed three times with 500 ml each. The ethyl acetate solution was dried over anhydrous sodium sulfate. The sodium sulfate was removed by filtration. The reaction mixture was stirred with 6 g of acetic acid. The organic phase is evaporated. After drying, 35 g of the desired product was obtained in a yield of 88%.

The synthetic route of 100-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yu Chongxi; Techfields Biochem Inc.; Yu, Chongxi; Xu, Lina; (21 pag.)CN105439877; (2016); A;,
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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.50411-26-2, name is 1-Amino-3-phenylpropan-2-ol, molecular formula is C9H13NO, molecular weight is 151.2056, as common compound, the synthetic route is as follows.Formula: C9H13NO

EXAMPLE 7 5-{4-[2-(3-Phenyl-2-hydroxypropylamino)propoxy]benzyl}thiazolidine-2,4-dione (Compound No. 1-2) 550 mg of 3-phenyl-2-hydroxypropylamine (prepared as described in Preparation 17) and 1.0 g of 5-[4-(2-oxopropoxy)benzyl]thiazolidine-2,4-dione were suspended in 30 ml of anhydrous benzene, and the resulting suspension was heated under reflux for 30 minutes while removing water. Subsequently, the solvent was removed by evaporation under reduced pressure. The resulting oily product was dissolved in 20 ml of anhydrous methanol, 670 mg of sodium cyanoborohydride was added to the solution, whilst ice-cooling, and the mixture was stirred for 2 hours in a stream of nitrogen gas. After this, the reaction mixture was left to stand overnight, and then the solvent was removed by evaporation under reduced pressure. Water was added to the resulting residue, which was then extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed from the extract by evaporation under reduced pressure, and the resulting residue was applied to a silica gel chromatography column, which was eluted with a 5:1 by volume mixture of ethyl acetate and ethanol, and crystallized from ethyl acetate, to give 590 mg of the title compound, melting at 145 C. to 152 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50411-26-2, 1-Amino-3-phenylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Sankyo Company, Limited; US5578620; (1996); A;,
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