Tag: M.W=200-300

Application of 149965-40-2, Adding some certain compound to certain chemical reactions, such as: 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol,molecular formula is C7H6BrClO, 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 149965-40-2.

5-Bromo-2-chlorophenyl)methanol (15.0 g, 67.7 mmol), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane) (27.5 g, 108 mmol), KOAc (19.9 g, 203 mmol), and 1,4-dioxane (100 mL) were added to a 250 mL round-bottomed flask under N2. The mixture was sparged with N2 for 5 minutes and then treated with Pd(dppf)Cl2.CH2Cl2 (4.96 g, 6.07 mmol). The mixture was sparged with N2 for another 5 minutes and then stirred at 100 C. for 16 hours before cooling to room-temperature. The resultant mixture was filtered, and the filtrate was concentrated to dryness under reduced pressure to afford the product, which was purified by preparative HPLC (eluent: CH3CN/H2O and H2O with 0.04% NH3, 1:5 to 1:1, gradient elution) to afford pure product. The product was suspended in water (10 mL), the mixture frozen using dry ice/acetone, and then lyophilized to dryness to afford the title product (6.8 g) as a white solid. The white solid (6.8 g) was further purified by FCC (eluent:petroleum ether/ethyl acetate, 20:1 to 0:1) to afford the title compound (4.0 g, 22%). MS (ESI): mass calcd. for C13H18BClO3 268.1 m/z, found 251.0 [M-H2O+H]+. 1H NMR (400 MHz, CDCl3) delta 7.88 (s, 1H), 7.68-7.63 (m, 1H), 7.35 (d, J=7.9 Hz, 1H), 4.77 (d, J=6.4 Hz, 2H), 1.90 (t, J=6.6 Hz, 1H), 1.33 (s, 12H).

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. 149965-40-2, (5-Bromo-2-chlorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Barbay, J. Kent; Chai, Wenying; Hirst, Gavin C.; Kreutter, Kevin D.; Kummer, David A.; McClure, Kelly J.; Nishimura, Rachel T.; Shih, Amy Y.; Venable, Jennifer D.; Venkatesan, Hariharan; Wei, Jianmei; (501 pag.)US2020/55874; (2020); 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.6642-34-8, name is (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol, molecular formula is C8H7BrO3, molecular weight is 231.04, as common compound, the synthetic route is as follows.Application In Synthesis of (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol

General procedure: To the solution of alcohol 4b (0.50 g, 2.67 mmol) and DMSO (0.41 g, 5.34 mmol) in ethyl acetate (5 ml) was added T3P (1.84 g, 6.68 mmol, 2.5 equiv, 50% solution in ethyl acetate) at 0 C. The resulting mixture was allowed to warm to RT and stirred for 1 h. Pyrazine-2-amine 3a (0.254 g, 2.67 mmol) was added to the above mixture and stirred for 15 min, which was followed by the addition of isocyanide 1c (0.33 g, 4.01 mmol) at room temperature and stirring for 4 h. Progress of the reaction was monitored by TLC. After the reaction was complete, the reaction mixture was diluted with ethyl acetate and neutralized with aqueous sodium bicarbonate solution. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (25 mL ¡Á 2), the combined organic phases were washed with water, brine solution, dried over anhydrous sodium sulfate, and concentrated under vacuum to afford a crude product, which was purified on silica gel using ethyl acetate and petroleum ether.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6642-34-8, (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Ramesha, Ajjahalli B.; Raghavendra, Goravanahalli M.; Nandeesh, Kebbahalli N.; Rangappa, Kanchugarakoppal S.; Mantelingu, Kempegowda; Tetrahedron Letters; vol. 54; 1; (2013); p. 95 – 100;,
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Related Products of 61439-59-6, 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 61439-59-6, name is 2-(4-(Benzyloxy)phenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

B) To a solution of 2- (4-BENZYLOXY-PHENYL)-ETHANOL (78.72g, 0. 34MOL) in methylene chloride (400MUT) is added triethylamine (67. 3MOI, 0. 44MOL, 1.4eq), then at 0¡ãC is added mesylchloride (34. 8MOI, 0. 44MOL, 1.3eq). The reaction mixture is stirred at 0¡ãC for 30 minutes and allowed to rise to RT. The reaction mixture is extracted with methylene chloride (2 x 300MIS, the combined organic layers are then washed with brine (2 x 300MI) and concentrated under vacuum; To a solution of 2- (4-BENZYLOXY-PHENYL)-ETHANOL (78.72g, 0. 34MOL) in methylene chloride (400MI) is added triethylamine (67. 3ml, 0. 44MOL, 1.4eq), then at 0¡ãC is added mesylchloride (34. 8RNL, 0. 44MOL, 1.3eq). The reaction mixture is stirred at 0¡ãC for 30 minutes and allowed to rise to room temperature. The reaction mixture is extracted with methylene chloride (2 x 300ml), the combined organic layers are then washed with brine (2 x 300ml) and concentrated under vacuum. To the crude product in solution in ethyl acetate 600ml) is added sodium iodide (67.2g, 0. 44MOL, 1.3eq) and the reaction mixture is stirred under reflux for 6 hours. After filtration, the organic layer is washed with brine (3 x 00ml), dried with NA2SO4, filtered and concentrated under vacuum. 1-Benzyloxy-4-(2-iodo-ethyl)-benzene is isolated after crystallization with diethyl ether (116. 5g, 86percent).

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 61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/21503; (2005); A1;,
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Application of 99725-13-0, 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. 99725-13-0, name is (5-Bromo-2-fluorophenyl)methanol, molecular formula is C7H6BrFO, 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.

B. 5-Bromo-2-fluoro-benzyl bromide. To a solution of 5-bromo-2-fluoro-benzyl alcohol (3.10 g, 15.1 mmol) in 30 mL of THF at 10 C. is added triphenyl phosphine (4.10 g, 15.6 mmol) followed by N-bromosuccinimide (2.67 g, 15.0 mmol). The ice bath is removed and the resulting solution is stirred for 20 minutes at room temperature. The crude product is purified by column chromatography eluding with 5% EtOAc/hexanes to give the title compound (3.90 g, 14.5 mmol). 1 H NMR (CDCl3, 300 MHz) delta7.50 (dd, 1H), 7.37 (m, 1H), 6.92 (t, 1H), 4.42 (s, 2H). EI MS, [M]+ =266, 268, 270; 2 Br pattern.

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 99725-13-0, (5-Bromo-2-fluorophenyl)methanol.

Reference:
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US6034093; (2000); 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

To a solution of compound 16 (1.20 g, 0.005 mol) and benzotriazol-1-yloxytris(di-methylamino)-phosphonium hexafluorophosphat (BOP) (2.90 g, 0.0065 mol) in 20 mL acetonitrile, 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) (1.1 mL, 0.0075 mol) was added and the solution became clear. When precipitated solid was formed, the solution of 1-(2,6-Dichloro-3-fluorophenyl)-ethan-1-ol (1.56 g, 0.0075 mol) and NaH (0.40 g, 60% dispersion in mineral oil) in 10 mL acetonitrile was added, and then stirred at room temperature overnight. The reaction mixture was poured into 100 mL H2O and extracted with EtOAc (30 mL * 3). The combined organic layer was dried over anhydrous Na2SO4, filtered, and concentrated. The crude product was purified by flash chromatography on silica gel eluting with petroleum ether:DCM:EtOAc (2:1:2) to give 17b (1.2 g, yield, 55%). 1H NMR (400 MHz, CDCl3) delta 8.23 (d, J = 2.0 Hz, 1H), 7.70 (dd, J = 2.4, 9.2 Hz, 1H), 7.35 (d, J = 8.8 Hz, 1H), 7.27 (dd, J = 5.2, 8.8 Hz, 1H), 7.05 (t, J = 8.4 Hz, 1H), 6.86 (q, J = 6.8 Hz, 1H), 4.99 (s, 2H), 1.91 (d, J = 6.9 Hz, 3H). ESI-MS m/z: 432.4 [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, 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol.

Reference:
Article; Hou, Ju; Wan, Shanhe; Wang, Guangfa; Zhang, Tingting; Li, Zhonghuang; Tian, Yuanxin; Yu, Yonghuan; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 276 – 289;,
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Electric Literature of 722-92-9, 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.722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, molecular weight is 259.15, as common compound, the synthetic route is as follows.

A mixture of 2-(4-amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (1 eq.), DIAD(1.96 eq.), PPh3(polymer-bound, 2.36 eq) and MeOH (1.1 eq) in THF (100 mL)was stirred at reflux for 16 h. After filtration andconcentration, the crude was purified by flashchromatography (20percent EtOAc/CH2Cl2) to give the title compoundas a white solid. MS (ES+) : 274 (M+H)+. Calc’d forCioH9F6NO- 273.06.

The chemical industry reduces the impact on the environment during synthesis 722-92-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); A1;,
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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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C13H26O6

3,6,9-Trioxadodecan-12-oic acid, l-[[3-trifluoromethyl-7-oxa-bicyclo[2.2.1]hepta-2,5- diene-2-carboxyl]oxy]-l,l-dimethylethyl ester (10); A mixture of 5 (103 mg, 0.50 mmol), tert-butyl-12-hydroxy-4,7,10-trioxadodecanoate (139 mg, 0.50 mmol) and 4-(dimethylamino)-pyridine (DMAP, 121 mg, 1.00 mmol) in CH2Cl2 (6 mL) was cooled to 0 0C before adding l-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDCHCl, 105 mg, 0.55 mmol). The mixture was stirred for 5 min. at 0 0C and 18 hours at room temperature. The reaction mixture was acidified with HCl (2M) to a pH of 1-2 and extracted with CH2Cl2 (2 x 10 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo. The crude mixture was purified by preparative TLC (CH2Cl2/Me0H, 9/1) resulting in compound 10 as a slightly yellow oil (65 mg (27%)). Rf= 0.81 (CH2Cl2/Me0H, 9/1). 1H-NMR (400 MHz, CDCl3) delta (ppm): 7.19 (dd, J = 5.3, 1.9 Hz, IH), 7.29 (dd, J = 5.3, 1.9 Hz, IH), 5.71 (dd, J = 2.9, 1.6 Hz, IH), 5.66 (t, J = 1.7 Hz, IH), 4.36 (ddt, J = 11.9, 11.9, 7.1, 4.9 Hz, 2H), 3.73 (t, J = 4.9, 2H), 3.70 (t, J = 6.6 Hz, 2H), 3.64 (s, 6H), 3.60 (m, 2H), 2.49 (t, J= 6.6 Hz, 2H), 1.44 (s, 9H). LCQ MS(ESI+) m/z (%) 489.0 (50) [M+Na]+, 410.9 (50) [M-(CH3)2C=C]+

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, 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate.

Reference:
Patent; STICHTING VOOR DE TECHNISCHE WETENSCHAPPEN; STICHTING KATHOLIEKE UNIVERSITEIT NIJMEGEN; WO2008/75955; (2008); A2;,
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Reference of 552331-15-4, Adding some certain compound to certain chemical reactions, such as: 552331-15-4, name is 1-(5-Bromo-2-fluorophenyl)ethanol,molecular formula is C8H8BrFO, 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 552331-15-4.

Preparation of 5-bromo-3-methyl-1/-/-indazole 104; Scheme 2 EPO To a solution of 5-bromo-2-fluorobenzaldehydbeta 101 (100 g, 0.492 mol.) in ether (500 ml_), cooled in an ice bath, was added a 3 M solution of methyl magnesium bromide in ether (i.e., diethyl ether) (173 mL, 0.516 mol.) in a dropwise manner. The reaction mixture was stirred for 30 minutes in the ice bath. The reaction mixture was allowed to warm to room temperature and was stirred for 15 minutes. The reaction mixture was cooled in an ice bath and the reaction was quenched by addition of water in a dropwise manner. The reaction mixture was acidified with dilute hydrochloric acid. The organic layer was separated. The aqueous layer was extracted with ether for two times. The combined organic layer was dried over magnesium sulfate and evaporated under reduced pressure to afford 1-(5-bromo-2-fluoro-phenyl)- ethanol 102 (106 g, 0.484 mol.) which was used in the next step without further purification. To a solution of 1 -(5-bromo-2-f luoro-phenyl)-ethanol 102 (105 g, 0.479 mol.) in dioxane (2 L) was added manganese dioxide (203 g, 2.35 mol.). The reaction mixture was heated under reflux for 5 hours. The reaction mixture was allowed to cool to room temperature. The reaction mixture was filtered through Celite (i.e., diatomaceous earth) and the solid was washed with ether (1 L). The combined filtrate was evaporated under reduced pressure to afford the 1-(5-bromo-2-fluoro-phenyl)-ethanone 103 (95.7 g, 0.441 mol.) which was used in the next step without further purification.

According to the analysis of related databases, 552331-15-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; WO2006/81230; (2006); A2;,
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Related Products of 186020-66-6, 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 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: 3-{2-[2-(2-Tosylsulfonyloxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester Tosyl chloride (22.3 g, 117 mmol) was added in portions to a stirring solution of 3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester (16.3 g, 58.6 mmol) and pyridine 60 mL in (240 mL) and the mixture was stirred overnight. The reaction was quenched with water (300 mL) and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (2*100 mL). The combined organic layer was washed with HCl (1N, 100 mL), water (100 mL), and dried over Na2SO4 and the solvent was removed in vacuo to give an oil which corresponds to the title compound that would be used as is for the next step. (M+1)=433.

According to the analysis of related databases, 186020-66-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRADSHAW, Curt W.; Sakamuri, Sukumar; Fu, Yanwen; Oates, Bryan; Desharnais, Joel; Tumelty, David; US2009/98130; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5333-42-6, 2-octyldodecan-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, Recommanded Product: 2-octyldodecan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 2-octyldodecan-1-ol

Take 0.1g (452g/mol, 0.22mmol)Diisobutyl 3,9-nonanedicarboxylate in a round bottom flask, adding 1.63g(298 g/mol, 5.5 mmol) of 2-octyldodecanol was heated to 100 C,Add 0.01 g (10 wt%) of dihydroxybutyl tin chloride to the reaction flask,The temperature was raised to 170 C, and the reaction was heated for 3 h, and the plate was tracked during the reaction.After the reaction, the reaction was cooled to room temperature and the temperature was raised to 180 C.Vacuum distillation,Distilling off excess 2-octyldodecanol which acts as both a solvent for the reaction and a reactantDry in vacuum. The resulting product was cooled to room temperature and dissolved in petroleum ether.The wet method was purified by silica gel column to obtain a yellow dye. The conversion was calculated to be 90%.

The synthetic route of 5333-42-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Guohua Optoelectric Technology Co., Ltd.; Shenzhen Guohua Optoelectric Institute; Zhou Guofu; Deng Yong; Li Shi; Ye Dechao; (8 pag.)CN109627802; (2019); A;,
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