Month: March 2021

Reference of 769-30-2, 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. 769-30-2, name is Benzo[d][1,3]dioxol-4-ylmethanol. A new synthetic method of this compound is introduced below.

A solution of (benzo[d][l,3]dioxol-7-yl)methanol (2 g, 13.14 mmol) and di(lNo.-imidazol-l-yl)methanone (4.26 g, 26.28 mmol) in 20 mL CH2CI2 was heated overnight at 50 C. The reaction was quenched with water, extracted with CH2CI2, dried over Na2S04, filtered, and concentrated. Purification via silica gel chromatography using 10-70% EtOAc in CH2CI2 gave (benzo[d][l,3]dioxol-7-yl)methyl 177-imidazole-l-carboxylate (2.8 g, 86%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,769-30-2, Benzo[d][1,3]dioxol-4-ylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 62058-03-1 ,Some common heterocyclic compound, 62058-03-1, molecular formula is C10H17NO, 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: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 346-06-5, 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.346-06-5, name is (2-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.

Reference Production Example 3; Into 6 ml of N,N-dimethylformamide was suspended 0.16 g of sodium hydride (60percent oily), and 0.61 g of 2-trifluoromethylbenzyl alcohol was added under water cooling, and the resultant mixture was stirred for 15 minutes. Thereafter, to the mixture was added 0.4 g of 2-cyano-4-chloropyridine, and the mixture was stirred for 2 hours. The resultant reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with t-butyl methyl ether three times. The organic layers obtained by extraction were combined and washed with saturated saline, dried over anhydrous magnesium sulfate, then, concentrated. The resultant residue was subjected to silica gel column chromatography to obtain 0.55 g of 4-(2-trifluoromethylbenzyloxy)pyridine-2-carbonitrile. [Show Image] 1H-NMR:5.34(s,2H),7.05(d, 1H),7.28(s, 1H), 7.50(brs, 1H), 7.62(br s,2H), 7.75(d, 1H), 8.53(d, 1H)

Statistics shows that 346-06-5 is playing an increasingly important role. we look forward to future research findings about (2-(Trifluoromethyl)phenyl)methanol.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2332936; (2011); A1;,
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. 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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 1113-21-9, 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.1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, molecular formula is C20H34O, molecular weight is 290.48, as common compound, the synthetic route is as follows.

The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E- geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using AI(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using AI(OiPr)3 at 160 C. Similarly, the use of ieri-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E, 9E, 13E- geranyl geranyl acetone (1).

Statistics shows that 1113-21-9 is playing an increasingly important role. we look forward to future research findings about 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2014/163643; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 55362-80-6, name is 9-Bromononan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 55362-80-6

Preparation of the raw material compounds (8-carboxyoctyl)triphenylphosphonium bromide (h) 9-Bromononyl alcohol (f) (3.347 g) was reacted with sodium metaperiodate and ruthenium chloride in the mixture of carbon tetrachloride, acetonitrile and water to give 9-bromo nonanoic acid (g). Yield:2.632 g (74.0%)

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, 55362-80-6, 9-Bromononan-1-ol.

Reference:
Patent; R-Tech Ueno; US6242485; (2001); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 16545-68-9, Cyclopropanol, 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, HPLC of Formula: C3H6O, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C3H6O

A mixture of intermediate 525 (858 mg; 2.83 mmol), cyclopropanol (717 jiL; 11.3mmol) and cesium carbonate (1.84 g; 5.66 mmol) in 1,4-dioxane (9.5 mL) was heatedat 100C for 2h. The reaction mixture was heated at 100C overnight, cooled to roomtemperature and diluted with DCM. Water was added and the reaction mixture was extracted with DCM (three times). The combined organic layers were washed withwater, dried over MgSO4, filtered and evaporated to dryness. The residue was purified by chromatography over silica gel (irregular SiOH, 40 g; mobile phase: gradient from10% EtOAc, 90% heptane to 20% EtOAc, 80% heptane). The pure fractions were collected and evaporated to dryness yielding 581 mg (60%) of intermediate 526.

The synthetic route of 16545-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; PONCELET, Virginie Sophie; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (477 pag.)WO2017/125530; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts