Category: alcohols-buliding-blocks

Reference of 3068-00-6 ,Some common heterocyclic compound, 3068-00-6, molecular formula is C4H10O3, 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.

Synthesis of 2,2-Dilinoleyl-4-(2-hydroxyethylH1 ,31-dioxolane (II)A mixture of dilinoleyl ketone (I, previously prepared as described in Example 1 , 527 mg, 1.0 mmol), 1 ,3,4-butanetriol (technical grade, ca. 90%, 236 mg, 2 mmol) and pyridinium p-toluenesulfonate (50 mg, 0.2 mmol) in 50 mL of toluene was refluxed under nitrogen overnight with a Dean-Stark tube to remove water. The resulting mixture was cooled to room temperature. The organic phase was washed with water (2 x 30 mL), brine (50 ml_), and dried over anhydrous Na2SO4. Evaporation of the solvent resulted in a yellowish oily residual (0.6 g). The crude product was purified by column chromatography on silica gel (230-400 mesh, 100 mL) with dichloromethane as eluent. This afforded 0.5 g of pure H as colourless o. 1H NMR (400 MHz, CDCI3) delta: 5.25- 5.48 (8H, m, 4 x CH=CH), 4.18-4.22 (1 H, m, OCH), 4.08 (1 H, dd, OCH), 3.82 (2H, t, OCH2), 3.53 (1 H, t, OCH), 2.78 (4H, t, 2 x C=C-CH2-C=C), 2.06 (8H, q, 4 x allylic CH2), 1.77-1.93 (2H, m, CH2), 1.52-1.68 (4H, m, 2 x CH2), 1.22-1.45 (32H, m), 0.86-0.94 (6H, t, 2 x CH3) ppm.

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. 3068-00-6, 1,2,4-Butanetriol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TEKMIRA PHARMACEUTICALS CORPORATION; THE UNIVERSITY OF BRITISH COLUMBIA; HOPE, Michael, J.; SEMPLE, Sean, C.; CHEN, Jianxin; MADDEN, Thomas, D.; CULLIS, Pieter, R.; CIUFOLINI, Marco, A.; LAHERTY, Carol, D.; MUI, Barbara; WO2010/42877; (2010); 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, Safety of Cyclopropanol, blongs to alcohols-buliding-blocks compound. Safety of Cyclopropanol

Cyclopropanol (113 mg,1.94 mmol) was added to NaHMDS (1 M,2.07 mL, 2.07 mmol) at 0 C under nitrogen. The mixture wasstirred at 0 C for 0.5 h. Compound 76 (300 mg, 646 mmol) in THF(3 mL) was then added dropwise. The mixture was stirred at 25 Cfor 1 h. TLC showed that starting material 76 was depleted. Thereaction was quenched with aqueous saturated ammonium chloride solution, extracted with ethyl acetate (20 mL 3), and washedwith brine (20 mL 2). The organic layer was dried with anhydroussodium sulfate and concentrated to give a residue. The residue wasdissolved in acetonitrile (3 mL) and purified by preparative HPLC togive compound 61 (82 mg, 208 mmol, 32.2% yield, 98.6% purity). 1HNMR (400 MHz, chloroform-d) d (ppm) 7.38e7.86 (m, 7H), 5.32 (br,s, 1H), 4.51e4.65 (m, 1H), 4.13e4.24 (m, 1H), 3.68e3.84 (m, 4H),3.08e3.15 (m, 2H),1.61 (d, J 4.0 Hz, 6H), 0.88 (br, s, 2H), 0.74e0.75(m, 2H). 13C NMR (126 MHz, DMSO-d6) d (ppm) 168.34, 153.56,140.90, 140.77, 140.59, 137.94, 135.48, 131.21, 130.97, 130.75, 130.55,129.25, 128.99, 128.83, 127.92, 127.71, 126.78, 119.09, 118.30, 118.08,117.55, 68.82, 68.11, 67.95, 53.75, 30.61, 30.02, 29.95, 29.39, 22.41,5.79, 5.76. ESI-TOF HRMS: m/z 395.1974 (C23H26N2O4 H requires395.1973).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16545-68-9, Cyclopropanol, and friends who are interested can also refer to it.

Reference:
Article; Lin, Wenwei; Yang, Lei; Chai, Sergio C.; Lu, Yan; Chen, Taosheng; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 505 – 528;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 37585-16-3 , The common heterocyclic compound, 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, 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 an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

The synthetic route of 37585-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 1467-84-1, Adding some certain compound to certain chemical reactions, such as: 1467-84-1, name is (trans-4-Aminocyclohexyl)methanol,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 1467-84-1.

The reference gathers the precedent 14 of the resulting 1 – (4-chloro-1 – {[ 2 – (trimethyl silicon alkyl) ethoxy] methyl} – 1H-pyrrolo [2,3-b] pyridine-5-yl) prop-2-en-1-one (35.3g, 105mmol) add in order to Japan International disclosed in paragraph 2013/024895 of the recorded reference gathers the precedentb 122 the method obtained (trans-4-amino-cyclohexyl) methanol (16.4g, 126mmol), potassium phosphate (44.7g, 210mmol) and dimethyl sulfoxide (175 ml), in 100-110 C stirring 2 hours 30 minutes. Subsequently, to the cold-discharge 50 C rear, for adding water in the reaction mixture. Filter the resulting solid, after washing with ethyl acetate, dried under reduced pressure, the title compound is obtained as light yellow solid (32.1g, yield 71%).

According to the analysis of related databases, 1467-84-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; WATANABE, TSUNEO; TAKAHASHI, KEIJI; HAYASHI, KEISHI; NAKAMURA, TAKANORI; MINAMI, MASATAKA; KURIHARA, KAZUNORI; YAMAMOTO, AKIO; NISHIMURA, TAKUYA; UNI, MIYUKI; KAMIYAMA, TOSHIHIKO; IWAMOTO, SHUNSUKE; (96 pag.)TW2016/7947; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 111-45-5, 2-(Allyloxy)ethanol, 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, 111-45-5, blongs to alcohols-buliding-blocks compound. name: 2-(Allyloxy)ethanol

10065] In a one-liter flask equipped with a stirring device, a dimroth condenser, a thermometer and a dropping thnnel, put were 38.25 g (0.375 mol) of ethylene glycol monoallyl ether represented by the following formula (8) and 100 g oftoluene, and heated to 70 degrees C. 0.38 Gram of a solution of a catalyst, complex of alkali-neutralized chloroplatinic acid with vinyl siloxane, in toluene, containing 0.5% of platinum, was added in the flask. Then, 185 g (0.25 mol) of the compound represented by the aforesaid formula (7) was added dropwise in the flask with the dropping funnel over one hout The reaction mixture was held at 100 degrees C. for one hour and, then, analyzed in GC. The peak of the compound representedby the aforesaid formula (7) disappeared, which means that the reaction completed. 100 Grams of ion exchanged water were added to the reaction mixture with stirring to wash it and, then, left standing to cause phase separation. The aqueous phase containing the excessive ethylene glycol monoallyl ether was removed. The organic phase was similarly washed twice with each 100 g of ion exchanged water and, then, the toluene in the organic phase was stripped off under a reduced pressure to obtain 193.7 g (0.23 mol) of a colorless and transparent liquid, silicone compound representedby the following formula (9). The yield was 92%. The ratio of the silicone compound represented by the following formula (9) in the obtained product was 98.1 mass %, as determined in GC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-45-5, its application will become more common.

Reference:
Patent; SHIN-ETSU CHEMICAL CO., LTD.; KUDO, Muneo; ICHINOHE, Shoji; GOTO, Tomoyuki; US2015/266905; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 13362-52-2, 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 13362-52-2, name is Tridecane-1,13-diol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Under an atmosphere of N2, a 97% H3PO4 solution (8.7 equiv) was prepared by adding P2O5 (300 mg, 2.10 mmol, 1.4 equiv) to 85% H3PO4 (0.6 mL, 0.85 g H3PO4, 8.67 mmol, 5.8 equiv). To this solution was added KI (1.44 g, 8.70 mmol) and then 1,15-pentadecanediol (367 mg, 1.50 mmol, 1 equiv). The reaction mixture was stirred at ?115 C for 4 h, cooled to rt, diluted with Et2O (20 mL), and water (20 mL) was added. The organic layer was separated, and the aqueous phase extracted with an additional 50 mL of Et2O. The combined organic extracts were washed with brine (20 mL), washed with a concentrated aqueous solution of Na2S2O3 (10 mL), dried (Na2SO4), and then concentrated. High-vacuum drying gave 1,15-diiodopentadecane (683 mg, 1.47 mmol, 70%) as a white solid;

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 13362-52-2, Tridecane-1,13-diol.

Reference:
Article; Vlahakis, Jason Z.; Mitu, Simona; Roman, Gheorghe; Rodriguez, E. Patricia; Crandall, Ian E.; Szarek, Walter A.; Bioorganic and Medicinal Chemistry; vol. 19; 21; (2011); p. 6525 – 6542;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 22436-06-2, 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. 22436-06-2, name is (S)-2-Methyl-3-phenylpropan-1-ol. A new synthetic method of this compound is introduced below.

Example 115.1 g (100 mmol) of 2-methyl-3-phenylpropanol were introduced as initial charge in 87 g of dichloromethane. Over the course of 4 hours, 13.4 g (100 mmol) of AlCl3 and 9.3 g (100 mmol) of tert-butyl chloride were added at a temperature of 1-10 C. The mixture was heated to room temperature and worked-up with water and sodium hydroxide solution and the solvent was removed. This gave a mixture with the following composition: 2-methyl-3-(3-tert-butylphenyl)propanol (41%); 2-methyl-3-(4-tert-butylphenyl)propanol (24%); 3-(3,5-di-tert-butylphenyl)-2-methylpropanol (19%); 2-methyl-3-phenylpropanol (15%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22436-06-2, (S)-2-Methyl-3-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; US2012/209030; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 534-03-2, 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. 534-03-2, name is 2-Aminopropane-1,3-diol, molecular formula is C3H9NO2, 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 121; 3-[“2-([“3-(diethylamino)propyl]amino}-8-(2,6-difluorophenylV7-oxo-7,8- dihydropyrido[2,3-^]pyrimidin-4-yll-Lambdar-r2-hvdroxy-l-(hvdroxymethyl’)ethyl]-4- methylbenzamideTo the compound 3-[2-{[3-(diethylamino)propyl]amino}-8-(2,6- difluorophenyl)-7-oxo-7,8-dihydropyrido[2,3-(f]pyrimidin-4-yl]-4-methylbenzoic acid (40 mg, 0.074 mmol) in THF (2 mL) were added HBTU (30 mg, 0.079 mmol) and serinol (35 mg, 0.37 mmol). The mixture was stirred at rt overnight. Solvent was removed by rotovap. Separation by HPLC with TFA, followed by neutralization with SPE amine cartridge afforded the title compound (40 mg, 88%). LC-MS m/z 595 (M+H)+.

According to the analysis of related databases, 534-03-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/104915; (2006); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 756520-66-8 , The common heterocyclic compound, 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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.

Step 1: 1,3-dichloro-2-(1-bromoethyl)-4-fluorobenzene To a solution of triphenylphosphine (27.8 g, 0.106 mol) in CH2Cl2 (200 mL), liquid bromine (16.8 g, 0.105 mol) was added slowly under stirring at 0C. Upon completion of the addition, the resultant was stirred for 10 minutes, and then to which 1-(2,6-dichloro-3-fluorophenyl)ethanol (20.9 g, 0.10 mol) was added. Upon completion of the addition, the resultant was stirred for 30 minutes. The reaction was quenched with ethanol. and the reaction liquid was poured into saturated sodium bicarbonate solution, and extracted with CH2Cl2. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, and purified by silica gel column chromatography to give 1,3-dichloro-2-(1-bromoethyl)-4-fluorobenzene (25.8 g, 95% yield). 1H-NMR (400 MHz, CDCl3): delta = 7.28 (m, 1H), 7.05 (t, 1H), 5.97 (q, 1H), 2.16 (d, 3H).

The synthetic route of 756520-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 7515-29-9, 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 7515-29-9, name is 1-Cyclobutylethanol. This compound has unique chemical properties. The synthetic route is as follows.

In a 20 mL reaction vial, 3-(4-bromo-phenyl)-5-methyl-3H-[l,2,3]triazole-4-carboxylic acid (300 mg, 1.06 mmol), 1-cyclobutylethanol (170 mg, 1.70 mmol) and triethylamine (218 mg, 0.3 mL, 2.15 mmol) were combined with toluene (10 mL) to give a yellow solution and to this was added diphenylphosphorylazide (585 mg, 0.458 mL, 2.13 mmol). The vial’s atmosphere was purged with nitrogen, sealed, heated in an oil bath at 65 C for 2.5 h, and cooled to room temperature overnight. The reaction was diluted with EtOAc and washed with water, saturated ammonium chloride, and brine. The aqueous layers were extracted once with EtOAc. The organic layers were combined, dried over MgS04, filtered, concentrated, diluted with DCM, and purified by flash chromatography (silica gel, 0% to 50% EtOAc in hexanes). Appropriate fractions combined, concentrated, and dried from DCM / hexanes yielding [3-(4-Bromo-phenyl)-5-methyl-3H-[l,2,3]triazol-4-yl]-carbamic acid 1-cyclopropyl-ethyl ester (295.2 mg, 73.2%> yield) as a colorless waxy solid. LC/MS calcd. for Ci6Hi9BrN402 (m/e) 378/380, obsd. 379/381 (M+H, ES+).

According to the analysis of related databases, 7515-29-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GABRIEL, Stephen Deems; HAMILTON, Matthew Michael; QIAN, Yimin; SIDDURI, Achyutharao; WO2013/189865; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts