Month: September 2021

Electric Literature of 6301-54-8 , The common heterocyclic compound, 6301-54-8, name is 2-(Naphthalen-1-yl)propan-2-ol, molecular formula is C13H14O, 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.

A mixture of 13 (31.66 g, 0.17 mol) and 2% sulfuric acid(600 mL) was stirred at reflux until the reaction completed as indicated by TLC analysis (typically within 2 h). On cooling to room temperature, the reaction mixture was extracted with CH2Cl2 (500 mL 3). The combined extracts were washed with 5% brine (500 mL), dried (Na2SO4) and evaporated on arotary evaporator to give a residue, which was purified by column chromatography to afford the pure product 2-(naphth-1-yl)propene (14) as a colorless oil (24.02 g, 84%). 1H NMR (CDCl3, 400 MHz) : 8.03-8.06 (m, 1H), 7.82-7.85(m, 1H), 7.74 (d, 1H, J = 8.0 Hz), 7.40-7.48 (m, 3H), 7.30(dd, 1H, J = 1.2 Hz and 3.4 Hz), 5.39-5.40 (m, 1H), 5.05 (d,1H, J = 1.2 Hz), 2.20 (s, 3H). The 1H NMR data were ingood agreement with those reported [18].

The synthetic route of 6301-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Wei; Liu, Yuqiang; Xie, Yafei; Shang, Qian; Zhou, Zhixing; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Medicinal Chemistry; vol. 13; 3; (2017); p. 260 – 281;,
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Electric Literature of 52059-53-7, Adding some certain compound to certain chemical reactions, such as: 52059-53-7, name is 2-(3-Fluorophenyl)ethanol,molecular formula is C8H9FO, 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 52059-53-7.

Dess-Martin periodinane (16.781 mmol, 1 .2 eq) is added to a solution of 3-fluorophenethyl alcohol (13.984 mmol, 1 eq) in DCM (32 mL). The resulting reaction mixture is stirred at RT for 4 h. The solvent is then partially evaporated, and the residue filtered through a short pad of Celite. The filtrate is concentrated under reduced pressure and the residue purified by FC (EtOAc/heptane, 5:95). Crude 2-(3-fluorophenyl)acetaldehyde is obtained as a colorless oil (2.58 g). The compound is used in the next step without further purification. 1H NMR (CDCI3): £9.77 (t, J = 3.0 Hz, 1 H), 7.33 (m, 1 H), 6.98 (m, 3 H), 3.69 (d, J = 3.0 Hz, 2 H).

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. 52059-53-7, 2-(3-Fluorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2012/85857; (2012); A1;,
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Electric Literature of 180205-28-1 ,Some common heterocyclic compound, 180205-28-1, molecular formula is C5H11NO, 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 a solution of l-(aminomethyl)cyclobutanol (62.5 mmol) in dichloromethane (312 mL) was added triethylamine (8.71 mL, 62.5 mmol) and 4-chloro-3-nitroquinoline (13.04 g, 62.5 mmol). More triethylamine (3 mL) was added almost immediately. The reaction was stirred under N2 for 10 d at rt, then was diluted with dichloromethane and washed with 1 M aqueous NaOH. A solid formed and was isolated by filtration. The organic layer was washed with water and brine, dried over Na2SO4, filtered, and concentrated to a solid that was crystallized from isopropanol. The resulting crystals were combined with the solid that was isolated from the extraction and the mixture was triturated with hot isopropanol. The solid was isolated by filtration, washed with diethyl ether, and air dried to yield l-{[(3-nitroquinolin-4-yl)amino]methyl}cyclobutanol as yellow crystals. (12.83 g, 75%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,180205-28-1, its application will become more common.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/28545; (2006); A2;,
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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 6971-51-3, name is (3-Methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 6971-51-3

General procedure: The solution of ionic-liquid-supported DMI 7 (2.2 mmol) in[bmim]PF6 (2 mL) was added to oxalyl chloride (2.0 mmol), andthe mixture was stirred at 60 C for 2 h. The mixture was then added to the appropriate alcohol (1.5 mmol), and the resultingmixture was stirred at r.t. overnight. Finally, the mixture wasextracted with hexane 10 mL x 3, and the organic layer wasconcentrated.

With the rapid development of chemical substances, we look forward to future research findings about 6971-51-3.

Reference:
Article; Koguchi, Shinichi; Shibuya, Yuga; Igarashi, Yusuke; Takemura, Haruka; Synlett; vol. 30; 8; (2019); p. 943 – 946;,
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Synthetic Route of 6850-39-1, 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 6850-39-1 as follows.

To a solution of 3-aminocyclohexanol (2.3 g, 20.0 mmol) in H20/1,4-dioxane (20 mL/20 mL) were added Na2CO3 (2.52 g, 30.0 mmol) and benzyl carbonochloridate (5.1 g, 30.0 mmol). The mixture was stirred at room temperature overnight. All of the volatiles were removed under reduced pressure and water (40 mL) was added. The suspension was extracted with EtOAc (2 x 100 mL). The organic phase was washed with brine, dried over Na2SO4, filtered and evaporated to give the crude compound SP-0011379-019 as colorless oil (5.0 g of the crude). LC-MS 249 (M+Na), purity 96% (UV 214 nm).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6850-39-1, its application will become more common.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; F.HOFFMANN-LAROCHE LTD; YUAN, Junying; HAN, Nianhe; YI, Hua; WANG, Yuguang; YANG, Song; WONG, Jason, Christopher; WO2014/145512; (2014); A2;,
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Application of 13826-35-2, Adding some certain compound to certain chemical reactions, such as: 13826-35-2, name is (3-Phenoxyphenyl)methanol,molecular formula is C13H12O2, 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 13826-35-2.

General procedure: A typical reaction was carried out as follows: benzyl alcohol (1 equiv), Oxone (0.88 equiv), and PTC (1.5 equiv) were dissolved in 3 mL of chloroform in a 10-mL glass reactor. The mixture was stirred for 8 h, and the substrate conversion and product formation were monitored by GLC. The products were identified by comparing with authentic samples using GC or GC/MS analysis.

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. 13826-35-2, (3-Phenoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; An, X. Q.; Kang, M.; Ma, H. C.; Yang, Y. X.; Yang, Z. W.; Zeng, W.; Russian Journal of Organic Chemistry; vol. 56; 3; (2020); p. 521 – 523;,
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Electric Literature of 558-42-9 , The common heterocyclic compound, 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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 10-a (77 mg, 0.177 mmol) was dissolved in a mixed liquid of methanol and water (1/1, v/v, 5 mE), and to the solution were added sodium carbonate (28 mg, 0.266 mmol) and 1 -chloro-2-methyl-propan-2-ol (28 mg, 0.266 mmol). The reaction solution was stirred at 80° C. overnight. The reaction mixture was diluted with saturated brine, and the aqueous layer was extracted with ethyl acetate. The separated organic phase was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by Prep -HPEC to obtain compound 13 (35 mg, 39percent). EC-MS (ESI): mlz=507.3 (M+H). ?H NMR (400 MHz, CDC13): oe 8.32 (1H, s), 7.74 (1H, s), 7.68 (1H, s), 7.49 (1H, d, J=8.0 Hz), 7.26-7.29 (2H, m), 6.98 (1H, s), 3.91 (4H, d, J=4.8 Hz), 3.77-3.90 (6H, m), 2.58-2.64 (8H, m), 2.27 (2H, s), 1.09 (6H, s).

The synthetic route of 558-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI YINGLI PHARMACEUTICAL CO., LTD; XU, Zusheng; (174 pag.)US2016/214994; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 27489-62-9, trans-4-Aminocyclohexanol, 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, Recommanded Product: 27489-62-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 27489-62-9

tert-butyl (trans-4-hydroxycyclohexyl)carbamate To a solution of (1R,4R)-4-aminocyclohexanol (15 g, 0.13 mol) in acetonitrile (240 mL) was added in portions di-tert-butyl dicarbonate (31.2 g, 0.14 mol). The mixture was stirred overnight at room temperature. The precipitate obtained was washed with hexane/ethyl acetate (3:1) and hexane giving the title compound as a white solid (83%). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.17 (br. s., 2 H) 1.44 (br. s., 9 H) 1.32 – 1.40 (m, 2 H) 1.99 (br. s., 4 H) 3.44 (br. s., 1 H) 3.61 (br. s., 1 H) 4.38 (br. s., 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27489-62-9, trans-4-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; Almirall, S.A.; Prat Quinones, Maria; Fonquerna Pou, Silvia; Puig Duran, Carlos; Lumeras Amador, Wenceslao; Aiguade Bosch, Jose; Caturla Javaloyes, Juan Francisco; EP2386555; (2011); A1;,
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Synthetic Route of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

Acetic anhydride (1.42 mL, 15 mmol) and pyridine (1.7 mL, 21 mmol) were added sequentially to a solution of compound A1 (2.2 g, 10.5 mmol) in 20 mL of CH2CI2. The reaction mixture was stirred at room temperature for 12h and then evaporated to give a yellowish oil residue. The residue was purified by flash chromatography (eluting with 7->9% EtOAc in hexanes) to give compound A2 as a colorless oil (2.26 g; 9.0 mmol; 85.6% yield); 1H NMR (400 MHz, chloroform-D) 8 ppm 1.88 (d, J=6.82 Hz, 3 H) 2.31 (s, 3 H) 6.62 (q, J^6.82 Hz, 1 H) 7.25 (t, J=8.46 Hz, 1 H) 7.49 (dd, ^=8.84, 5.05 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4845-50-5, 1,4-Dioxane-2,3-diol, 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, 4845-50-5, blongs to alcohols-buliding-blocks compound. Computed Properties of C4H8O4

5-bromo-3-chloro-1 ,2-diaminobenzene (4.6 g; 20 mmol; 1.0 eq.) is dissolved in EtOH (200 ml_) and then 2,3-dihydroxy-1 ,4-dioxane (2.5 g, 20 mmol; 1.0 eq.) is added. The mixture is stirred for 4 h at rt and a second portion of 2,3- dihydroxy-1 ,4-dioxane (1.3 g; 10 mmol; 0.5 eq.) is added. After stirring for 24 h at rt, RM is concentrated in a rotary evaporator and the residue is purified by FCC to provide 7-bromo-5-chloroquinoxaline (Intermediate 3) as a beige solid (4.7 g; yield 92 %; 98 % by UPLC).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4845-50-5, its application will become more common.

Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Ma?gorzata; GUZIK, Pawel Szczepan; JAKUBIEC, Krzysztof Roman; MACIUSZEK, Monika; KWIECI?SKA, Katarzyna; TOMCZYK, Mateusz Micha?; GA??ZOWSKI, Micha? Miko?aj; GONDELA, Andrzej; DUDEK, ?ukasz Piotr; (681 pag.)WO2016/180536; (2016); A1;,
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