Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 7073-69-0, 2-(2-Bromophenyl)propan-2-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, Quality Control of 2-(2-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Quality Control of 2-(2-Bromophenyl)propan-2-ol

A 12-Liter 4-neck round bottom flask equipped with a thermocouple, condenser, addition funnel and overhead mechanical stirrer under dry Argon was charged with anhydrous THF, (3 L) and chilled to -70 to -78 C. via a dry ice/acetone bath. n-Butyl lithium (2.5N in hexanes, 860 mL, 2.15 mol) was slowly added via addition funnel. An exotherm was observed as the temperature rose from -78 to -70 C. To the addition funnel was added a solution of Compound 10d (220 g, 979.97 mmol) in anhydrous THF (1 L). The 2-(2-bromophenyl)propan-2-ol solution was slowly added to the n-BuLi solution. The addition took 90 min in order to maintain a reaction temperature below -70 C. After the addition was complete, the reaction mixture was stirred at -70 to -75 C. for 30 min. The triethylborate (230 mL, 1.35 mol) was quickly added in 3 portions at -70 C. An exotherm was observed, the batch temperature rose from -70 to -64 C. The reaction was stirred at -70 C. and slowly warmed to room temperature over night. After the reaction was cooled to 0-5 C., the reaction was slowly quenched with 2 M HCl (1 L, 2.00 mol) added via the addition funnel while maintaining the batch temperature 0-5 C. The reaction mixture was stirred for 1 h. The aqueous phase pH was 9-10. The pH was then adjusted to acidic (4-5) with 2 M HCl (200 mL). The two phases were separated and the aqueous layer was extracted with MTBE (2¡Á500 mL). The combined organic phases were dried with anhydrous magnesium sulfate. The solution was filtered and concentrated to yield a yellow oil. The yellow oil was diluted with MTBE (1.5 L) and washed with 1M NaOH (3¡Á500 mL). The product containing basic aqueous phases were combined and acidified with 2 M HCl (800 mL) (the clear solution turns turbid with the addition of acid). After stirring the turbid solution for 15 min (pH=4-5) (Note 1), it was extracted with MTBE (2¡Á500 mL). The organic phases were combined and dried over MgSO4. The solution was filtered and the filtrate was concentrated to yield the title Compound 10e as a clear yellow oil (121.78 grams, 77% yield).

The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Player, Mark R.; Dax, Scott L.; Parsons, William H.; Brandt, Michael Richard; Calvo, Raul R.; Patel, Sharmila; Liu, Jian; Cheung, Wing S.; Jetter, Michele C.; Lee, Yu-Kai; Youngman, Mark A.; Pan, Wenxi; Weils, Kenneth M.; Beauchamp, Derek A.; US2007/259936; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 2043-47-2, Adding some certain compound to certain chemical reactions, such as: 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol,molecular formula is C6H5F9O, 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 2043-47-2.

Example 14 Production of Exemplified Compound 126 {circle around (1)}: A solvent comprising 1.1 g of triethylamine and 5 g of toluene was added dropwise to a mixture comprising 2.47 g of 4-benzyloxybenzoic chloride (this compound was prepared from 4-benzyloxybenzoic acid and oxalyl chloride), 2.64 g of 2-n-perfluorobutylethanol and 10 g of toluene in 30 minutes. After finishing the adding dropwise, the mixture was stirred at room temperature for 6 hours. Deposited salts were filtered off, and the filtrate was neutralized with 1/2 N hydrochloric acid and washed with water. Then, toluene was distilled off under reduced pressure, and the resultant residue was recrystallized from methanol, whereby 3.3 g of 4-benzyloxybenzoic acid 2′-n-perfluorobutylethyl ester was obtained in the form of a colorless crystal.

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. 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsui Chemicals, Inc.; US6217793; (2001); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 83647-43-2 ,Some common heterocyclic compound, 83647-43-2, 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.

To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of Thallium Trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7 mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a CELITE pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4- methyl-2-benzofuran-l(3H)-one. -NMR (500 MHz, CDC13) delta ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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. 83647-43-2, (3-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CATO, Brian; FRIE, Jessica, L.; KIM, Dooseop; PASTERNAK, Alexander; SHI, Zhi-Cai; WO2014/85210; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 4139-61-1, 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.4139-61-1, name is 6-Bromo-4-hydroxycoumarin, molecular formula is C9H5BrO3, molecular weight is 241.04, as common compound, the synthetic route is as follows.

EXAMPLE 50 6-Bromo-4-[3-(tetrahydro-pyran-2-yloxy)-propoxy]-1-benzopyran-2-one 6-Bromo-4-hydroxycoumarin (1.19 mmol, 0.287 g), K2CO3 (3.57 mmol, 0.493 g) and 2-3-(bromopropoxy)tetrahydro-2H-pyran (1.19 mmol, 0.264 g) is suspended in 10 mL of acetone, and is heated to 55 C. for 24 hrs at which time the reaction is not complete. Cs2CO3 (1.54 mmol, 0.5 g) and 5 mL of DMF are added and the reaction is heated for an additional 2 hrs. Twenty-five percent of the crude THP protected material is purified by HPLC to afford the title compound (70.8 mg, 62%); 1H NMR (CDCl3, 300 MHz) delta 7.91 (1H, d, J=2.25 Hz), 7.82 (1H, dd, J=2.5, 9 Hz), 7.39 (1H, d, J=9 Hz), 5.98 (1H, s), 4.59 (1H, m), 4.31 (2H, t, J=6 Hz), 3.83 (1H, m), 3.72 (1H, m), 3.55 (2H, m), 2.09 (2H, m), 1.65 (2H, m), 1.45 (4H, m); MS (ESI, Pos.) calcd for C17H19BrO5 m/z [M+H]=383.0, found 383.1.

The chemical industry reduces the impact on the environment during synthesis 4139-61-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US2005/54681; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference 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.

i) To a solution of 2-(5-bromopyridin-2-yl)acetic acid (500 mg) in DCM (4 mL) were added 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (625 mg), EDCl (476 mg) and DMAP (57 mg). The reaction mixture was stirredat RT for 1 hour, poured into water, filtered on a water repellent filter cartridge and concentrated under reducedpressure. The residue was purified by column chromatography on silica gel, using 10percent EtOAc in heptane as theeluent, followed by trituration with ether/pentane to obtain 820 mg of the expected compound. MS(ES+) m/z 456.9[M+H]+.

Statistics shows that 722-92-9 is playing an increasingly important role. we look forward to future research findings about 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol.

Reference:
Patent; Lead Pharma Cel Models IP B.V.; SANOFI; CALS, Joseph Maria Gerardus Barbara; NABUURS, Sander Bernardus; MACHNIK, David; SABUCO, Jean-Francois; SCHIO, Laurent; (49 pag.)EP3101005; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 133803-81-3, 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 133803-81-3, name is tert-Butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate. This compound has unique chemical properties. The synthetic route is as follows.

At 0 C,To tert-butyl 3- (2- (2-hydroxyethoxy) ethoxy) propionate (6.24 g, 26.63 mmol, 1.0 eq.) And TsCl (10.15 g, 53.27 mmol, 2.0 eq.) In anhydrous To a solution of dichloromethane (50 mL) was added pyridine (4.3 mL, 53.27 mmol, 2.0 eq.).The mixture was stirred at room temperature overnight,Then washed with water (100 mL),The aqueous layer was extracted with dichloromethane (3 ¡Á 50 mL).The combined organic layers were washed with brine (300 mL),Dried over anhydrous sodium sulfate, filtered,Concentrated and purified by silica gel column chromatography (5: 1 n-hexane / ethyl acetate),A colorless oil was obtained (6.33 g, 61.3% yield).

According to the analysis of related databases, 133803-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangzhou Duo Xi Biological Technology Co., Ltd.; Zhao Luoboyongxin; Huang Yuanyuan; Yang Qingliang; Gai Shun; Ye Hangbo; Xu Yifang; Guo Huihui; Cao Minjun; Li Wenjun; Cai Xiang; Zhou Xiaomai; Xie Hongsheng; Jia Junxiang; Guo Zhixiang; Lin Chen; Yang Yanlei; Ye Zhicang; Qi Tafamingrenqingqiubugongkaixingming; (338 pag.)CN110621673; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 393522-78-6, name is Methyl 4′-(hydroxymethyl)-[1,1′-biphenyl]-4-carboxylate, molecular formula is C15H14O3, 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. category: alcohols-buliding-blocks

To a cold solution (0 C) of HO-biphenyl-CO2Me (100 mg, 412 mumol) in CH2Cl2 (5 mL) was added Et3N (86 muL, 618 mumol) and MsCl (35 muL, 453 mumol). The reaction was allowed to stir at room temperature and after full conversion was seen on TLC (16 h), the mixture was quenched with H2O, extra CH2Cl2 was added and the organic layer was washed with water, brine, dried over MgSO4, filtrated and concentrated in vacuo. The crude product was redissolved in DMF and NaN3 (200 mg, 3.08 mmol) was added. The reaction mixture was stirred for 16 h, H2O was added and the mixture was extracted three times with EtOAc, dried over Na2SO4, filtrated and concentrated in vacuo. Column chromatography (EtOAc/Hept 1:4) yielded the product (108 mg, 98%) as white crystals. RF = 0.8 (EtOAc/Hept 1:1) 1H NMR (400 MHz, CDCl3) delta 8.03 (d, J = 8.6 Hz, 2H), 7.55 (dd, J = 12.9, 8.5 Hz, 4H), 7.40 (d, J = 8.4 Hz, 2H), 4.41 (s, 2H), 3.86 (s, 3H) ppm. 13C NMR (101 MHz, CDCl3) delta 166.89, 144.82, 140.09, 140.08, 137.39, 130.13, 129.16, 129.13, 127.60, 126.99, 77.34, 77.02, 76.70, 52.14, 45.82, 31.87, 22.68, 14.10, 1.01 ppm. FTIR = 2958, 2843, 2105, 1719, 1608, 1432, 1397, 1286, 1110, 768, 736 cm-1. HRMS (EI) calcd for C15H13N3O2 (M-N3)+ 225.0915, found 225.0896.

With the rapid development of chemical substances, we look forward to future research findings about 393522-78-6.

Reference:
Article; Wammes, Angelique E.M.; Hendriks, Tom G.; Amatdjais-Groenen, Helene I.V.; Wijdeven, Marloes A.; Van Hest, Jan C.M.; Van Delft, Floris L.; Ritschel, Tina; Rutjes, Floris P.J.T.; Bioorganic and Medicinal Chemistry; vol. 22; 20; (2014); p. 5593 – 5603;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 2077-19-2, 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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

To a mixture of A-38 (2.80 g, 13.02 mmol) in THF (30 mL) was added NaH (1.04 g, 26.04 mmol, 60% purity) and CH3I (1.62 mL, 26.04 mmol) at 0 C and the mixture was stirred at 25 C for 16 hours. The mixture was quenched with a saturated solution of NH4C1 (50 mL), extracted with EtOAc (100 mL x 2), and the combined organic phase was washed with brine (30 mL), dried over Na2S04, filtered and concentrated to A-39 (2.70 g, 11.78 mmol) as an oil. 1H NMR (400MHz CDC13) _ = 7.47 (d, 2H), 7.29 (d, 2H), 3.07 (s, 3H), 1.51 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 575-03-1 ,Some common heterocyclic compound, 575-03-1, molecular formula is C10H5F3O3, 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: The compounds 2a-e and 3a-e were synthesized according to the method from literature [26?28].To a solution of compound 1a-e (10.0 mmol) in acetone (30 mL), 1,2?dibromoethane or1,3-dibromopropane (30.0 mmol) and potassium carbonate (12.3 mmol) were added. The reactionmixture was stirred at 56¡ã C for 10 h, then poured into water, and extracted with ethyl acetate (30 mL x 3).The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.

Reference:
Article; Tian, Ye; Liang, Zhen; Xu, Hang; Mou, Yanhua; Guo, Chun; Molecules; vol. 21; 6; (2016);,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, 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.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts