Tag: M.W=100-200

Electric Literature of 122763-67-1, Adding some certain compound to certain chemical reactions, such as: 122763-67-1, name is tert-Butyl 3-hydroxypent-4-enoate,molecular formula is C9H16O3, 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 122763-67-1.

[0216] To a solution of tert-butyl 3-hydroxypent-4-enoate, XL VI (674 mg, 3.92 mmol) in DCM (15 mL) was added diisopropylallylboronate XLV(2 g, 11.76 mmol) via syringe. To the mixture was then added Grubbs’ first generation catalyst (260 mg, 0.31 mmol, 7.5 mol%) and the vessel was purged with argon. The reaction was heated at 65 C under nitrogen for 18h. The mixture was concentrated under vacuum and the residue was purified by flash column chromatography (100% hexane?30% EtOAc/hexane) to afford tert-butyl 2-(2- hydroxy-3,6-dihydro-2H-l,2-oxaborinin-6-yl)acetate XL VII (770 mg, 3.63 mmol, 92.7% yield).

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. 122763-67-1, tert-Butyl 3-hydroxypent-4-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; DUDLEY, Michael, N.; HECKER, Scott; RODNY, Olga; WO2013/122888; (2013); A2;,
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Synthetic Route of 617-94-7, Adding some certain compound to certain chemical reactions, such as: 617-94-7, name is 2-Phenyl-2-propanol,molecular formula is C9H12O, 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 617-94-7.

EXAMPLE 27 N-((lR,2S)-2-((S)-4-(4-Chlorophenyl)-4-hydroxy-3,3-dimethylpiperidine-l- carbonyl)cyclohexyl)-c/s-3,4-dihydroxycyclopentanecarboxamideStep 1: 2-Phenylpropan-2-yl 2,2,2-trichloroacetimidate [00167] A suspension of 60% sodium hydride in mineral oil (0.42 g, 10.50 mmol) in diethyl ether (10 mL) was treated with the dropwise addition of a solution of 2- phenylpropan-2-ol (12.02 mL, 86 mmol) in diethyl ether (30 mL). Upon completion of addition, the mixture was stirred for 30 minutes, during which time a nearly clear solution was observed. After this time, the mixture was cooled to 0 0C and then treated with the dropwise addition of trichloroacetonitrile (8.18 mL, 82 mmol), which caused the mixture to turn dark brown. The reaction was allowed to warm to room temperature over 1 hour, and then was concentrated in vacuo to yield a residue. The residue was dissolved in hexanes (10 mL) and treated with methanol (0.424 mL, 10.48 mmol), and the resulting mixture was stirred vigorously for 5 minutes. The resulting black suspension was filtered through glass fiberglass filter paper, and the collected solids were rinsed 3X with hexanes. The combined filtrates were concentrated in vacuo to yield 2-phenylpropan-2-yl 2,2,2-trichloroacetimidate (23.8 g, 85 mmol, 99 % yield) as an amber oil which was used as-is in the next step.

According to the analysis of related databases, 617-94-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/15166; (2009); 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. 23147-58-2, name is Glycerol aldehyde dimer. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Glycerol aldehyde dimer

A solution of methyl [4-[(3R)-1-(4-aminobutanoyl)-3-piperidinyl]-4-(3′-ethyl-6-fluoro-2-biphenylyl)-4-hydroxybutyl]carbamate (0.027 g, 0.05 mmol) in 2 mL of CH2Cl2 at 25 C. was treated with acetic acid (0.003 mL, 0.05 mmol), glycolaldehyde dimer (3 mg, 0.025 mmol), and sodium triacetoxyborohydride (20 mg, 0.10 mmol) and the mixture was stirred overnight before being quenched with the addition of 0.5 mL of aqueous 2N NaOH and extracted with 10% MeOH/CH2Cl2 (3×2 mL). The combined organic extract was dried (MgSO4), concentrated under reduced pressure, and subjected to reverse phase HPLC to provide methyl [4-(3′-ethyl-6-fluoro-2-biphenylyl)-4-hydroxy-4-((3R)-1-{4-[(2-hydroxyethyl)amino]butanoyl}-3-piperidinyl)butyl]carbamate.

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, 23147-58-2, Glycerol aldehyde dimer.

Reference:
Patent; Baldwin, John J.; Cacatian, Salvacion; Claremon, David; Dillard, Lawrence W.; Flaherty, Patrick T.; Ghavimi-Alagha, Bahman; Ghirlanda, Damiano; Ishchenko, Alexey V.; Kallander, Lara S.; Lawhorn, Brian; Lu, Qing; McGeehan, Gerard; Knapp-Reid, Beth A.; Semus, Simon; Simpson, Robert D.; Singh, Suresh B.; Terrell, Lamont R.; Tice, Colin; Tran, Tritin; Xu, Zherong; Yuan, Jing; Zhao, Wei; Zhao, Yongdong Y.; US2010/317697; (2010); A1;,
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Electric Literature of 10602-04-7, Adding some certain compound to certain chemical reactions, such as: 10602-04-7, name is (4-Ethynylphenyl)methanol,molecular formula is C9H8O, 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 10602-04-7.

4-Ethynyl benzyl bromide. A solution of triphenylphosphine (3.9 g, 15 mmol) in CH2Cb (5 mL) was added dropwise to a cold mixture of 4-ethynylbenzylalcohol (1.0 g, 7.6 mmol), tetrabromomethane (4.5 g, 14 mmol), and 2,6-lutidine (4.4 mL, 38 mmol) in CH2Cb (20 mL) at 5 °C and the mixture was stirred for 16 h at RT. After concentration in vacuo, the residue was treated with ether (40 mL) and the resulting solid was removed by filtration. The filtrate was washed with 1percent HC1 solution and then water, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography to give 4- ethynylbenzyl bromide (1.4 g, 95percent) as a pale yellow oil. 1H NMR (600 MHz, CDCb) delta 7.46 (d, 2H, J=7.8), 7.34 ( d, 2H, J=7.8), 4.47 (s, 2H), 3.10 (s, IH).

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. 10602-04-7, (4-Ethynylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’ S HOSPITAL, INC.; CUNNINGHAM, James; LEE, Kyungae; REN, Tao; CHANDRAN, Kartik; WO2013/22550; (2013); A2;,
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Application of 31775-67-4, 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. 31775-67-4, name is trans-2-Aminocyclopentanol hydrochloride. A new synthetic method of this compound is introduced below.

A mixture of methyl 5-bromo-3-chloro-2-hydroxy-4- methylbenzoate (2.90 g) , trans-2-aminocyclopentanolhydrochloride (2.84 g) and triethylamine (4.20 g) inmethanol/dichloromethane was stirred with heating under reflux for 3 days. The reaction mixture was concentrated, andpurified by silica gel column chromatography (ethylacetate/petroleum ether) to give the title compound (1.70 g) .1H NMR (400 MHz, CDC13) delta 1.65-1.95 (4H, m) , 2.02-2.10 (1H, m) , 2.25-2.35 (1H, m) , 2.55 (3H, s) , 3.55 (1H, brs), 4.02-4.12 (2H, m) , 6.45 (1H, brs), 7.51 (1H, s) . 1H was not observed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,31775-67-4, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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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. 7287-81-2, name is 1-(m-Tolyl)ethanol. A new synthetic method of this compound is introduced below., Safety of 1-(m-Tolyl)ethanol

The racemic alcohol (1r) at -30 C1.0 mmol as a catalyst was dissolved in 5 ml dichloromethane (wherein, R I andn is 2; and pharmaceutically acceptable salts thereof) compound of the formula(1) was added 0.01 mol% and the potassium fluoro one equivalent of fluoride, acarboxylic acid group and the ion exchange resin 80 mg silylating agent offormula (5), including (in the formula, R is methyl) was added to 0.7equivalents, and then the mixture was stirred for 1 hour. Filtering the mixturewas concentrated and then to recover the potassium fluoride and the ionexchange resin. The residue was purified by flash chromatography (acetone /hexane / triethylamine = 1: 5: 0.025) to give the chiral alcohol; to give the(2r, yield 47% 98% ee, (R) -form).

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, 7287-81-2, 1-(m-Tolyl)ethanol.

Reference:
Patent; RESEARCH & BUSINESS FOUNDATION SUNGKYUNKWAN UNIVERSITY; SONG, CHOON GEUI; PARK, SANG YEON; LEE, JI WOONG; (43 pag.)KR2015/114445; (2015); A;,
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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;,
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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;,
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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;,
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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;,
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