Tag: M.W=100-200

Electric Literature of 179811-63-3 ,Some common heterocyclic compound, 179811-63-3, molecular formula is C8H10ClNO, 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.

Compound VI (9.63 g, 25.0 mmol), 2-amino-2-(3-chlorophenyl)ethyl-1-ol (VII-2) (4.29 g, 25.0 mmol) and triethylamine (10.4 mL, 74.9mmol) dissolved in methanol (100mL), reflux reaction for about 6h, until TLC (dichloromethane: methanol = 20:1) detection of the reaction of the raw materials was completed, cooled to below 10 C in an ice bath, stirred for 30min, solid precipitation, suction filtration ,A white solid 7.2 g was obtained, yield: 64.9%

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. 179811-63-3, 2-Amino-2-(3-chlorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Xu Yungen; Ji Dezhong; Zhang Lingzhi; Zhu Qihua; Bai Ying; Wu Yaoyao; (41 pag.)CN109608444; (2019); A;,
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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 30379-58-9, name is Benzyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H10O3

Example 166; 2-[5-{2-[(4R,6S)-8-Chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-2-oxo-1,3,4-oxadiazol-3(2H)-yl]acetic acid [Show Image] 5-{2-[(4R,6S)-8-Chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1,3,4-oxadiazol-2(3H)-one (73 mg) was dissolved in tetrahydrofuran (2 mL). To the resulting solution were added triphenylphosphine (103 mg) and benzyl glycolate (33 mul). A toluene solution (40% solution, 178 mul) of diethyl diazodicarboxylate was added. The resulting mixture was stirred at room temperature for 4 hours. After concentration of the reaction mixture under reduced pressure, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:1) and dissolved in ethyl acetate (2 mL). To the resulting solution was added 10% palladium-carbon (water content: 50%) (85 mg). Under a hydrogen gas stream, the resulting mixture was vigorously stirred at room temperature under a constant pressure for 7 hours. The reaction mixture was filtered through a Kiriyama funnel. The filtrate was concentrated under reduced pressure. The residue was purified by thin layer silica gel chromatography (chloroform:methanol=10:1) to give the title compound (35 mg). MS(FAB)m/z:526(M++H). 1H-NMR(CDCl3)delta:2.20-2.42(2H,m),2.57-2.77(1H,m),2.79-2.94(1H,m),3.36(3H,s),3.79(3H,s),4.10-4.42(3H,m),5.65(1H,s),6.26(2H,br s),6.67(1H,s),6.81-6.91(1H,m),7.10(1H,m),7.15(1H,s),7.20-7.39(3H,m).

With the rapid development of chemical substances, we look forward to future research findings about 30379-58-9.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP1939205; (2008); 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.56456-47-4, name is 2,4-Difluorobenzyl Alcohol, molecular formula is C7H6F2O, molecular weight is 144.12, as common compound, the synthetic route is as follows.HPLC of Formula: C7H6F2O

EXAMPLE 4 4-Cyano-6-(2,4-difluorobenzyloxy)-2-(1 -methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine Sodium hydride (0.1 g, 60%, 2.5 mmol) is added to a solution of 2,4-difluorobenzyl alcohol (0.28 ml, 2.5 mmol) in sulfolane (5 ml) at 50 C. After 1 hour at 50 C., 4-cyano-2,6-bis(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine (1 g, 2.3 mmol) (from Example 2) is added to the reaction mixture. The mixture is heated to 90 C. overnight. After cooling, the reaction mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed 6 times with water. The organic layer is dried with anhydrous magnesium sulfate, filtered and evaporated in vacuo. Purification by flash chromatography (silica gel: pentane/ethyl acetate 8/2 v/v) and washing of the product with diisopropyl ether yields the title compound (0.2 g, 21% yield) of melting point 109 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56456-47-4, 2,4-Difluorobenzyl Alcohol, and friends who are interested can also refer to it.

Reference:
Patent; American Cyanamid Company; US5922738; (1999); A;,
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Related Products of 100058-61-5, Adding some certain compound to certain chemical reactions, such as: 100058-61-5, name is 3-(Benzyloxy)cyclobutanol,molecular formula is C11H14O2, 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 100058-61-5.

[00278] To a solution of 3-(benzyloxy)cyclobutan-1 -ol (500 mg, 2.8 mmol, cis/trans 85% : 15%), 4-nitrobenzoic acid (935 mg, 5.6 mmol) and PPh3 (2.2 g, 8.4 mmol) in dry THF (25 mL) was added DIAD (1 .7 g, 8.4 mmol) dropwise at 0 C under N2 atmosphere. After addition was completed, the mixture was stirred at 0 C for 15 min and then allowed to room temperature overnight. The mixture was concentrated and then purified by column chromatography on silica gel (PE:EA=10:1) to give the title compound (900 mg, 98%) as a yellow solid. 1H NMR (300 MHz, CDCI3) delta ppm 8.31 – 8.26 (m, 2H), 8.23 – 8.18 (m, 2H), 7.39 – 7.27 (m, 5H), 5.44 (dq, 1 H), 4.47 (d, 2H), 4.37 (tt, 1 H), 2.67 – 2.56 (m, 2H), 2.55 – 2.44 (m, 2H).

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. 100058-61-5, 3-(Benzyloxy)cyclobutanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; HE, Feng; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (152 pag.)WO2017/149463; (2017); 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. 623-50-7, name is Ethyl 2-hydroxyacetate. A new synthetic method of this compound is introduced below., Formula: C4H8O3

In the reactor the magnetic stirring, 0 C lower, will 7.9g acetyl chloride (0.1mol) dissolved in 30 ml of tetrahydrofuran, add 10.6g (1.05 eq) triethylamine, then in the 0 C slowly dripping 10.4g hydroxy acetate (0.1mol), completion of the dropping, to 10 C, stirring 1h, decompression boil off some solvent, by adding a proper amount of water, tetrahydrofuran extraction three times, the organic phase dried, vacuum evaporating the organic solvent to obtain 2-acetoxy-ethyl ester (14.6g g, yield 100%).

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, 623-50-7, Ethyl 2-hydroxyacetate.

Reference:
Patent; Shanghai pill whole Chemical Technology Co., Ltd.; no proclaimed; (7 pag.)CN106008419; (2016); A;,
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Related Products of 22348-44-3, Adding some certain compound to certain chemical reactions, such as: 22348-44-3, name is trans-4-(Methylamino)cyclohexanol,molecular formula is C7H15NO, 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 22348-44-3.

630 mg of sodium hydride (95%) were suspended in 40 mL of dimethyl acetamide. 1.45 g of 4-methylamino-cyclohexanol (150), dissolved in 40 mL of dimethyl acetamide, were added dropwise and 15 min. later 2.48 g of 6-fluoro-2-(4-methoxy- benzyl)-2H-isoquinolin-1-one (177), dissolved in another 40 mL of dimethyl acetamide, were added. The reaction mixture was stirred at 80 0C until the reaction was complete. The mixture was poured into an ice-water mixture, extracted three times with methyl- tert.-butyl ether and the combined organic layer was dried over sodium sulfate and evaporated. Water was added and the crude product was subjected to lyophilization to remove remainders of dimethyl acetamide.The obtained product is sufficiently pure for further conversion. Rt = 1.24 min (Method B), detected mass: 393.2 (M+H+).

According to the analysis of related databases, 22348-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; WO2007/12422; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13401-56-4, 3-Chloro-2,2-dimethylpropan-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, 13401-56-4, blongs to alcohols-buliding-blocks compound. Safety of 3-Chloro-2,2-dimethylpropan-1-ol

Example 6 :1-chloro-2,2-dimethyl-3,3-diethoxy–propane (formula (IV): X=Cl, R1= R2= CH3CH2- (IVC)) ;A solution of 6.76 ml (77.5mmol) de (COCl)2 in 220 ml of dry dichloromethane is cooled to -40C. Then 153.8 ml (10.9 mmol) of dimethylsulfoxide are added slowly. 5 minutes later, a solution of 7.5 g of 1-chloro-2,2-dimethyl-propanol (formula (VIC): X=Cl) in 61 ml of dichloromethane is added. The mixture is stirred for 15 minutes followed by the addition of 36 ml (264.3mmol) de Et3N. 30ml of dichloromethane are added and the mixture is warmed to room temperature. The organic phase is washed with water (3×150 ml), dried over sodium sulfate, concentrated in vacuo (17C / 75 mbar). The oil obtained is solubilized in ethanol and the solution is heated under reflux with a catalytic amount of PTSA for 120 minutes, concentrated in vacuo (19C/32 mbar). After distillation at 62-65C under 10 mbar, 8 g of compound (IVC) are obtained (yield : 68%). H1RMN delta ppm : 0.96 (s,6H, 2CH3); 1.25 (t, 6H,J=8HZ; OCH2CH3); 3.44(s,2H,CH2Cl); 3.48-3.57 (m,2H,CH2O); 3.75-3.88 (m,2H, CH2O); 4.25 (s,1H,anomeric) 13C RMN delta ppm :15.4 (2C,CH3); 20.4 (2C, OCH2CH3); 41.4 (q);53.1 (CH2Cl);65.8 ((2C, OCH2CH3); 107.7 (anomeric). IR(film) cm-1: 656; 1063; 1249; 1381;1474; MS m:z =159

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13401-56-4, its application will become more common.

Reference:
Patent; Merck Sante; EP1591434; (2005); A1;,
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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. 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, molecular formula is C8H9NO2, 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. Recommanded Product: 26021-57-8

i) 1-(6-Hydroxy-2, 3-dihvdro-benzof1, 4loxazin-4-vl)-3-methoxy-propan-1-one A suspension of 0.58 g of 3,4-dihydro-2H-benzo [1,4] oxazin-6-ol in 25 ml of dichloromethane is treated with 0. 613 ml of pyridine and then cooled to 0C. 0.906 ml of 3- methoxypropionyl chloride are added and the reaction mixture is allowed to slowly warm to room temperature. After stirring for 2. 5 hours, the reaction mixture is concentrated by evaporation-the residue is partitioned between ethyl acetate and water. The organic phase is washed with 1 N HCI, water and brine, dried over sodium sulphate and concentrated by evaporation. The crude ester-amide intermediate is dissolved in 30 ml of methanol and treated with 1.2 ml of 1 N aqueous potassium hydroxide solution. After 2 hours, the reaction mixture is concentrated by evaporation-the residue is diluted with ethyl acetate, water and 1 N HCI. The separated organic phase is washed with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a light brown oil from the residue by means of flash chromatography (SiO2 60F). Rf = 0.54 (EtOAc); Rt = 2.62.

With the rapid development of chemical substances, we look forward to future research findings about 26021-57-8.

Reference:
Patent; Speedel Experimenta AG; WO2005/37803; (2005); A1;,
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Electric Literature of 4170-90-5, 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.4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, molecular weight is 150.2176, as common compound, the synthetic route is as follows.

General procedure: In a flask was placed Na-Mont (30 mg), 1a (1 mmol, 0.18 g),TMSCl (2 mmol, 0.22 g, 0.25 mL), and CH2Cl2 (5 mL). The mixture was stirred at r.t. for 40 min. The solid material was filtered off, and the filtrate was concentrated. Compound 3a was isolated by Kugelrohr distillation under vacuum in 90% yield as a colorless liquid.

The chemical industry reduces the impact on the environment during synthesis 4170-90-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Tandiary, Michael Andreas; Masui, Yoichi; Onaka, Makoto; Synlett; vol. 25; 18; (2014); p. 2639 – 2643;,
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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. 10029-04-6, name is Ethyl 2-(hydroxymethyl)acrylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Ethyl 2-(hydroxymethyl)acrylate

General procedure: Under N2 atmosphere and at 0 C, to a stirred solution of MBHalcohols 1 (0.3 mmol) and PPh3 (0.6 mmol) in EtOAc orCH2Cl2 (2 mL) in a Schlenk tube (25 mL) was slowly addedazodicarboxylates 2 (0.6 mmol) over 5 minutes by the means ofa microsyringe. The resulting reaction mixture was allowed towarm up to room temperature and stirred until the MBH alcohols1 were completely consumed, as monitored by TLC. Thesolvent was removed under reduced pressure and the residuewas purified by column chromatography on silica gel (gradienteluant: petroleum ether/ethyl acetate 9:1-3:1) to afford thehydrazines 3.

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, 10029-04-6, Ethyl 2-(hydroxymethyl)acrylate.

Reference:
Article; Xu, Silong; Shang, Jian; Zhang, Junjie; Tang, Yuhai; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 990 – 995;,
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