Category: alcohols-buliding-blocks

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.14631-46-0, name is 5,6,7,8-Tetrahydroquinolin-8-ol, molecular formula is C9H11NO, molecular weight is 149.1897, as common compound, the synthetic route is as follows.Computed Properties of C9H11NO

Preparation of 6,7-Dihydro-5H-quinolin-8-one: To a stirred solution of 8-hydroxy-5,6,7,8-tetrahydroquinoline (13.96 g, 93.6 mmol) in dry CH2Cl2 (400 mL) was added activated manganese dioxide (85% purity, 82.22 g, 804 mmol). The resulting heterogeneous mixture was stirred 18 h, at which point the black slurry was filtered through a cake of celite and washed with CH2Cl2 (3*50 mL). The combined washings were concentrated to afford 11.27 g (82%) of the title compound as a pale yellow solid, which was used in subsequent reactions without further purification. 1H NMR (CDCl3) delta 2.17-2.25 (m, 2H), 2.82 (t, 2H, J=7 Hz), 3.04 (t, 2H, J=6 Hz), 7.37 (dd, 1H, J=9, 6 Hz), 7.66 (dd, 11H, J=9, 1 Hz), 8.71 (dd, 11H, J=6, 1 Hz); 13C NMR (CDCl3) delta 22.2, 28.6, 39.2, 126.6, 137.3, 140.5, 147.6, 148.6, 196.5. ES-MS m/z 148 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14631-46-0, 5,6,7,8-Tetrahydroquinolin-8-ol, and friends who are interested can also refer to it.

Reference:
Patent; Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R.; US2004/19058; (2004); A1;,
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Reference of 623-04-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 623-04-1 as follows.

To a solution of 4-aminobenzylalcohol (300 mg, 2.44 mmol) in 5 mL of 10% HCl aqueous solution wasadded NaNO2 (201 mg, 2.92 mmol) in 3 mL aqueous solution at 0 C andstirred for 30 min. Then NaN3 (190 mg, 2.92 mmol) in 3 mL aqueoussolution was added at 0 C and stirred for another hour. The reaction mixturewas warmed to 25 C, diluted with ethyl acetate, washed with water and brine,dried over Na2SO4, concentrated in vacuo and subjected tosilica gel chromatography. A yellow oil 3(315 mg, 86% yield) was obtained by silica gel column chromatography using Petroleum ether/EtOAc (5:1, v:v) as eluent. 1HNMR (500 MHz, CDCl3)delta 7.23 (d, J= 8 Hz, 2H), 6.93 (d, J = 8.5 Hz,2H), 4.51 (s, 2H), 2.04 (s, br, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Article; Chen, Tao; Zheng, Yi; Xu, Zhaochao; Zhao, Miao; Xu, Yongnan; Cui, Jingnan; Tetrahedron Letters; vol. 54; 23; (2013); p. 2980 – 2982;,
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Synthetic Route of 722-92-9, 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 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The compound 1(4-(chloromethyl)benzoyl chloride, 12 mmol) was added dropwise to a mixture of 2a?n (10 mmol) and triethylamine (12 mmol) in dichloromethane (20 mL) at room temperature with stirring. Then the reaction mixture was refluxed for 4?6 h. After cooling to room temperature, the mixture was slowly poured to ice water (50 mL). The solution was extracted with dichloromethane (3×60 mL) and the organic phase was dried over with sodium sulfate anhydrous. After removal of the dichloromethane, the solid residue was purified by recrystallization with petroleum ether?ethyl acetate to give compounds 3a?n.

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shi, Yao-Jie; Song, Xue-Jiao; Li, Xiao; Ye, Ting-Hong; Xiong, Ying; Yu, Luo-Ting; Chemical and Pharmaceutical Bulletin; vol. 61; 11; (2013); p. 1099 – 1104;,
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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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. A new synthetic method of this compound is introduced below., Computed Properties of C3H5F3O

To 3,3,3-trifluoropropan-1-ol (19.9 mmol) in DMSO was added NaH (19.9 mmol). The mixture was allowed to stir at room temp under inert atmosphere for 1 h. Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (3.0 g, 13.3 mmol) was added and the reaction was warmed to 100 °C until coupling was complete. After purification ethyl 6-(3,3,3-trifluoropropoxy)imidazo[1,2-b]pyridazine-3-carboxylate was obtained (1.2 g, 45percent). MS (ESI) calcd for C12H12F3N3O3: 303.08

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, 2240-88-2, 3,3,3-Trifluoropropan-1-ol.

Reference:
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
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Synthetic Route of 10213-78-2, Adding some certain compound to certain chemical reactions, such as: 10213-78-2, name is 2,2′-(Octadecylazanediyl)diethanol,molecular formula is C22H47NO2, 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 10213-78-2.

EXAMPLE V Preparation of Methylbis(2-hydroxyethyl)octadecyl Ammonium Methyl Sulfate in Polyoxyethylene(5)glycoloctadecanoate To 150 g (0.418 gmol) of bis(2-hydroxyethyl)octadecylamine in 203 g of polyoxyethylene(5)glycoloctadecanoate heated to 75 C. with stirring in a 1-liter, 3-neck glass round-bottom flask fitted with a thermometer and electric heating mantle there was added 51.1 g (0.405 gmol) of dimethyl sulfate (Aldrich, 99%). The temperature rose immediately to 120 C.; the heat was removed and the reaction mixture allowed to cool to 35-40 C. at which solidification began to occur. A sample of the mixture analyzed as 48% quaternary, 2.16% amine methylsulfate and 1.67% amine and amine soap, calculated as amine.

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. 10213-78-2, 2,2′-(Octadecylazanediyl)diethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Akzona Incorporated; US4237064; (1980); A;,
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Synthetic Route of 346-06-5, Adding some certain compound to certain chemical reactions, such as: 346-06-5, name is (2-(Trifluoromethyl)phenyl)methanol,molecular formula is C8H7F3O, 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 346-06-5.

EXAMPLE 1052-(trifluoromethyl)benzyl 7-bromo-3-oxo-2,3-dihydrospiro[indene-l ,4′-piperidine]-r- carboxylate To o-(trifluoromethyl)benzyl alcohol (35 mg, 0.20 mmol) in CH2Cl2 (4 mL) was added was a solution of carbonyl diimidazole (29 mg, 0.18 mmol) in CH2Cl2 (4 mL). The mixture was stirred at rt for 2 h. A 1-mL aliquot of the resulting solution (0.05 mmol) was added to a solution 7-bromospiro[indene-l,4′-piperidin]-3(2H)-one (14.5 mg, 0.05 mmol) in CH2Cl2 ( ImL). The mixture was stirred at rt for 16 h, concentrated, redissolved in MeCN (1 mL) and heated at 60 °C for 2 h. Prep HPLC afforded the title compound. LC-MS Method 1 tR = 2.06, min, m/z = 484, 482.

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. 346-06-5, (2-(Trifluoromethyl)phenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; WO2009/108332; (2009); A1;,
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Related Products of 575-03-1, 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 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

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 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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Adding a certain compound to certain chemical reactions, such as: 52273-77-5, 2-(3-Aminophenyl)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, Formula: C8H11NO, blongs to alcohols-buliding-blocks compound. Formula: C8H11NO

The compounds were treated with p-chlorobenzoic acid (586 mg, 3.76 mmol), triethylamine (578 mL, 4.18 mmol) and HBTU(1580 mg, 4.18 mmol)Dissolved in methylene chloride,After stirring for 15 min, add3-aminophenylethanol2a (286 mg,2.09 mmol), 25 C for 12 hours,After completion of the reaction, the reaction solution was concentrated under reduced pressure,Add distilled water and extract with ethyl acetate(50 mL x 2), saturated brine,The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressureChromatography (petroleum ether: ethyl acetate = 3: 1) to give the intermediate 2b (282.5 mg, 0.099 mmol, white solidBody, yield 49.6%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52273-77-5, 2-(3-Aminophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Hefei University of Technology; Liao Chenzhong; Zhang Xingxing; Xiao Xuan; Zhan Meimiao; Ma Jingwen; Zhu Mimi; Li Yinfeng; Guan Li; (32 pag.)CN107056630; (2017); A;,
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Synthetic Route of 33524-31-1, 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. 33524-31-1, name is (2,5-Dimethoxyphenyl)methanol. A new synthetic method of this compound is introduced below.

Benzyl bromides such as 2,5-Dimethoxybenzyl bromide and 2,3- dimethoxybenzyl bromide used in JV-alkylation reactions were optionally prepared from the corresponding benzyl alcohols by treating with carbon tetrabromide and triphenyl phosphine in dry dichloromethane (Scheme 4). The reaction was performed at ambient temperature for 30 minutes and the yield was 85 to 90%. EPO

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33524-31-1, (2,5-Dimethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; GE HEALTHCARE LIMITED; WO2007/36785; (2007); A2;,
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Synthetic Route of 37585-16-3, Adding some certain compound to certain chemical reactions, such as: 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol,molecular formula is C7H8ClNO, 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 37585-16-3.

General procedure: A 100-mL, three-necked flask equipped with a condenser was charged with Ph3P (2.20 g, 8.4 mmol), Et3N (0.85 g, 8.4 mmol),CBr4 (2.79 g, 8.4 mmol), and fluorine-containing carboxylic acid(2.8 mmol) in toluene (25.0 mL) at 0 C under a nitrogen atmosphereand the solution was then stirred for 10 min. 2-Aminobenzyl alcohol 1 (2.8 mmol) was added to the reaction mixture. Once theaddition was complete, the reaction mixture was heated to reflux for1-3 h. After cooling, the solvent was removed by rotary evaporator,the residue was then carefully washed three times with hexane-EtOAc (4:1), and the precipitate was removed by filtration. The filtratewas combined and concentrated by rotary evaporator. The residue was then purified by column chromatography (hexane-EtOAc,4:1) to give the product.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Zeng-Xue; Zhang, Tai-Feng; Ma, Qing-Wen; Ni, Wei-Gui; Synthesis; vol. 46; 24; (2014); p. 3309 – 3314;,
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