Month: June 2021

Synthetic Route of 14002-80-3, 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.14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.

A solution of freshly distilled 25 sulfuryl chloride (3.3 mL, 45.4 mmol) in 26 Et2O (45 mL) was cooled to -78 C. under an atmosphere of Ar. A solution of 94 methyl 2,2-dimethyl-3-hydroxypropionate (3.0 g, 22.7 mmol) and 17 pyridine (2.2 mL, 27.2 mmol) in Et2O (20 mL) was added dropwise to the sulfuryl chloride solution over 30 min. The flask was rinsed with Et2O (3×5 mL) and the rinse was added to the reaction mixture. The mixture was stirred at -78 C. until completion (monitored by TLC, 30% EA/hex, 30 min). The precipitate was filtered, and the filtrate was concentrated under vacuum to afford 95 methyl 3-((chlorosulfonyl)oxy)-2,2-dimethylpropanoate(9a) (5.6 g, 70% yield). The mixture was stored at -78 C. and was used immediately for the next step without further purification. 1H-NMR (300 MHz, CDCl3) delta 4.50 (s, 2H), 3.74 (s, 3H), 1.31 (s, 6H).

Statistics shows that 14002-80-3 is playing an increasingly important role. we look forward to future research findings about Methyl 3-hydroxy-2,2-dimethylpropanoate.

Reference:
Patent; ARIXA PHARMACEUTICALS, INC.; GORDON, ERIC M.; DUNCTON, MATTHEW A.J.; FREUND, JOHN; (106 pag.)US2019/100516; (2019); A1;,
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Reference of 100-86-7, 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. 100-86-7, name is 2-Methyl-1-phenyl-2-propanol, molecular formula is C10H14O, 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: To a solution of the corresponding alcohol (1.0 mmol) in CH2Cl2 (3 mL) were added N-methylmorpholine (101 mg, 1.0 mmol) and ethyl propiolate (108 mg, 1.1 mmol). The reaction mixture was stirred at r.t., and the progress of the reaction was monitored by TLC. After completion of the reaction, the solvent was removed on a rotary evaporator and the residue was extracted with EtOAc (3 × 10 mL). The combined organic extracts were washed with brine (30 mL), and dried over anhyd Na2SO4. The solvent was removed on a rotary evaporator, and the crude product was purified by silica gel column chromatography using EtOAc and hexane as eluents.

According to the analysis of related databases, 100-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sarkar, Sujit; Sultana, Sabera; Indukuri, Kiran; Unnava, Ramanjaneyulu; Saikia, Anil K.; Synthesis; vol. 48; 11; (2016); p. 1727 – 1733;,
Alcohol – Wikipedia,
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Related Products of 34231-22-6 ,Some common heterocyclic compound, 34231-22-6, molecular formula is C8H11NO, 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 3-(difluoromethyl)-i -methyl- 1H-pyrazole-4- carboxylic acid (1.5 g, 8.52 mmol) was added dropwise 20 mE sulthryl dichloride, and then heated to reflux for 3 h, the excessive sulfuryl dichloride was evaporated under reduced pressure to get 3-(difluoromethyl)-i -methyl- 1H-pyrazole-4- carbonyl chloride, and then the carbonyl chloride was dissolved in 30 mE dichloromethane for the following reaction. To a cooled solution of (3-(aminomethyl)phenyl)methanol (1.17 g, 8.52 mmol) dissolved in 20 mE dichloromethane and 5 mE triethylamine was added dropwise the solution of the carbonyl chloride at 0-5 C. After the reaction was stirred for 6 h at room temperature, analysis by Thin-Layer Chromatography showed complete conversion to product, the excessive solvent was evaporated under reduced pressure. the residual was purified by column chromatography on silica gel (eluent: ethyl acetate:petroleum ether=i :3; silica gel: 100-140 mesh, Qingdao Marine Chemical Co., Ltd.) to obtain 3-(difluoromethyl)-N-(3-(hydroxymethyl)benzyl)-i – methyl-1H-pyrazole-4-carboxamide (1.8 g) as white solid with yield of 72%.

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. 34231-22-6, 3-(Aminomethyl)benzyl Alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenyang Sinochem Agrochemicals R&D Co., Ltd.; CHENG, Xueming; ZHANG, Lixin; CHEN, Liang; SUN, Qin; LIU, Junli; LI, Zhinian; ZHAO, Jie; XU, Jingbo; WU, Hongfei; (60 pag.)US2018/362450; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 623-72-3, Ethyl 3-Hydroxypropanoate, 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, SDS of cas: 623-72-3, blongs to alcohols-buliding-blocks compound. SDS of cas: 623-72-3

EXAMPLE 42 In 5 ml of tetrahydrofuran was dissolved 1.12 g of diethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine- 3,5-dicarboxylate and after adding to the solution 0.17 g of 50% oil dispersion of sodium hydride at room temperature, the resultant mixture was stirred for 30 minutes at room temperature. Then, the mixture was cooled to -30 C., and after adding dropwise thereto 0.74 g of 1,3-propansultone, the temperature of the system was raised till room temperature and the reaction mixture was stirred for 3 days at room temperature. The reaction solution was concentrated and the precipitate formed was washed with 30 ml of ether. This precipitate was dissolved in 2 ml of water and the solution obtained was subjected to a silica gel (30 g) column chromatography. After eluding the small amount of raw material using ethyl acetate as an elute, the product was then developed by using 1:1 ethyl acetatemethanol mixed solvent as an elute and the solvent of the effluent was distilled away under reduced pressure. To the residue obtained was added 2 ml of water and after cooling, the crystal formed was filtered to provide 0.35 g of sodium alpha-[2,6-dimethyl-3,5-bis(ethoxycarbonyl)-4-(3-nitrophenyl)-1,4-dihydropyridin-1-yl] propylsulfonate. Nuclear magnetic resonance (CDCl3): signal of 6.0 PPM of raw material (1H, S, proton at 1-position) vanished.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-72-3, Ethyl 3-Hydroxypropanoate, and friends who are interested can also refer to it.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US4021434; (1977); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 22436-06-2, (S)-2-Methyl-3-phenylpropan-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, 22436-06-2, blongs to alcohols-buliding-blocks compound. Quality Control of (S)-2-Methyl-3-phenylpropan-1-ol

General procedure: To a CH2Cl2 solution (0.8mL) of the (Sax)-chloride 1b (118mg,0.2 mmol) was added a solution of 2-methyl-1-hexanol (1a)(71.7 mg, 0.6 mmol) in CH2Cl2 (0.8 mL) and Et3N (0.03 mL,0.2 mmol) at room temperature under an Ar atmosphere. Theresulting solution was stirred at reflux in CH2Cl2 for 7 hr. Thereaction mixture was poured into water and extracted withCH2Cl2. The organic layer was dried over MgSO4, filtered, concentrated,and purified by column chromatography on silicagel (CH2Cl2:hexane = 1:5) to give the corresponding ester 5a(71.3 mg, 53%, 50:50) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22436-06-2, its application will become more common.

Reference:
Article; Murai, Toshiaki; Itoh, Hikaru; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 2; (2016); p. 163 – 173;,
Alcohol – Wikipedia,
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Related Products of 6971-51-3, 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. 6971-51-3, name is (3-Methoxyphenyl)methanol, molecular formula is C8H10O2, 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.

EXAMPLE 22 3-Methoxybenzyl bromide A solution of 270 ul of 3-methoxybenzyl alcohol in 2.5 ml of dry tetrahydrofuran is cooled to 0 C. and 120 ul PBr3 added, followed by stirring for three hours. The reaction mixture is extracted with ether and the organic layer washed with saturated sodium bicarbonate and evaporated to give the desired product.

According to the analysis of related databases, 6971-51-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US5414001; (1995); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 147034-01-3 , The common heterocyclic compound, 147034-01-3, name is (2,5-Dibromophenyl)methanol, molecular formula is C7H6Br2O, 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 stirred solution of (2,5-dibromo-phenyl)-methanol (40 g, 150 mmol) and triphenylpho spine (59 g, 230 mmol) in THF (1000 mL) at 0 C is added carbon tetrabromide (75 g, 230 mmol) slowly. The reaction mixture is stirred at room temperature for 2 hr and the solvent is removed to give the crude product. Purification by flash column chromatography affords 40 g of 1,4- dibromo-2-bromomethyl -benzene.

The synthetic route of 147034-01-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; COGAN, Derek; GUO, Xin; MARSHALL, Daniel Richard; MEYERS, Kenneth Michael; ZHANG, Yunlong; (130 pag.)WO2016/89800; (2016); A1;,
Alcohol – Wikipedia,
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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 1562-00-1, name is Sodium isethionate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C2H5NaO4S

Add 0.2mol caprylic acid, 1.0 mol methylamine, 0.10mol sodium isethionate to the reactor, close the reactor, slowly raise the temperature to 150 , keep the reaction for 4 hours,Distill off the unreacted methylamine, add 0.05% hydrochloric acid by weight of the reactant,Adjust the pH at 6.5 ~ 7.5 to obtain light yellow sodium N-octanoyl-N-methyl taurine,The content of N-octanoyl-N-methyl taurine sodium is 95.6%,The caprylic acid content is 0.5%.

With the rapid development of chemical substances, we look forward to future research findings about 1562-00-1.

Reference:
Patent; Zhangjiagang Geruite Chemical Co., Ltd.; Xu Youjiang; Zhu Hongjun; Guo Jingbo; Cui Yibin; Chen Yeli; Zhu Zhiqian; Zang Taotao; (7 pag.)CN111004156; (2020); A;,
Alcohol – Wikipedia,
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Related Products of 15484-46-5, 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. 15484-46-5, name is Methyl 2-(hydroxymethyl)acrylate. A new synthetic method of this compound is introduced below.

Briefly, compound la (2.0 g, 17.23 mmol) was dissolved in 20 mL of dry DCM and cooled to 0 C in ice bath. PBr3 (2.332 g, 8.615 mmol) was added slowly to the solution. Then the reaction mixture was stirred at room temperature. The completion of reaction was monitored by TLC. The reaction was then quenched by the addition of ice. The reaction solution was neutralized by sodium bicarbonate solution and then extracted with DCM three times. Organic layers were collected and dried over anhydrous sodium sulfate, then concentrated. Compound lb was obtained by flash chromatography. Yield: 2.52 g, 82%. -NMR (400 MHz, CDCl3): d 6.34 (s, 1H), 5.96 (s, 1H), 4.18 (s, 2H), 3.82(s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15484-46-5, Methyl 2-(hydroxymethyl)acrylate, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITY OF MASSACHUSETTS; THAYUMANAVAN, Sankaran; VACHET, Richard, W.; ZHUANG, Jiaming; ZHAO, Bo; (0 pag.)WO2020/6340; (2020); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, 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

To a mixture of (2-bromo-4-fluorophenyl) methanol (1.80 g, 8.78 mmol) and DMF (30 mL) was added NaH (60% in oil, 428 mg, 10.70 mmol) at room temperature. After being stirred at room temperature for 5 min, Mel (0.82 mL, 13.11 mmol) was added to the mixture. After being stirred at room temperature overnight, the mixture was quenched with sat. NH4C1 aq. and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography (silica gel, eluted with 1% – 10% EtOAc in hexane) to give the title compound (1.620 g, 7.40 mmol, 84%) as a colorless oil. (3418) 1H NMR (300 MHz, CDC13) 5:3.46 (3H, s) , 4.48 (2H, s) , 7.04 (1H, td, J = 8.3, 2.6 Hz), 7.30 (1H, dd, J = 8.3, 2.6 Hz), 7.43 (1H, dd, J = 8.5, 6.2 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,229027-89-8, 2-Bromo-4-fluorobenzyl Alcohol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts