Category: alcohols-buliding-blocks

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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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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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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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 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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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 2516-33-8, name is Cyclopropylmethanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2516-33-8

General procedure: To 259 mg (26.9 mmol) pyrimidin-5-ol (J. Chem. Soc. 1956, 2033) in 200 mL DMF are added 108 mg (26.9 mmol) sodium hydride (60% dispersion in mineral oil). The mixture is stirred for 20 mm at r.t.. After that time, 500 mg (22.4 mmol) 2-fluoro-4-iodopyridine are added and the mixture is stirred for 12 h at 80 C. Subsequently the mixture is poured into water and extracted with ethyl acetate (3x). The combined organic layers are washed with brine. After drying over sodium sulphate, the solvent is removed in vacuo and the residue is purified by column chromatography (silica gel; heptane/EtOAc, 100/0 – 40/60).C9H6IN3O (M = 299.1 g/mol)ESI-MS: 300 [M+H]+ Rt(HPLC) : 2.87 min (method C) For the example XXVIII.3 THF is used as solvent and the reaction mixture is stirred at r.t. over night.

With the rapid development of chemical substances, we look forward to future research findings about 2516-33-8.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; ROTH, Gerald Juergen; NOSSE, Bernd; HEINE, Niklas; WO2013/92616; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 25392-41-0, 4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Reference Example 2Synthesis of ( 6-hydroxy-l-benzofuran-3-yl) acetic acid (lR)-l- phenylethylamine salt; 0381][0382]Sodium hydroxide (135 g) was dissolved in water (830 mL) to prepare a 14% aqueous sodium hydroxide solution. To a solution (623 mL) of 4- (chloromethyl ) -7-hydroxy-2H-chromen-2- one (254 g) in water was added the above-mentioned 14% aqueous sodium hydroxide solution at 5C, and the mixture was stirred at 25C for 1 hr and at 60C for 4 hr. The concentratedhydrochloric acid (270 mL) was added at 35C, a seed crystal was added, and the reaction mixture was stirred at 35C for 1 hr and at 5C for 1 hr. The precipitated crystals werecollected by filtration, washed with water (123 mL) , and dried at 60C under reduced pressure. To the crystals was added ethyl acetate (1.9 L) , and the mixture was stirred at room temperature for 1 hr. After filtration, the insoluble material was washed with ethyl acetate (144 mL) . To the filtrate was added activated carbon (16.5 g) , and the mixture was stirred at 25C for 1 hr and filtered again. The filtrate wasconcentrated and dried under reduced pressure to give (6- hydroxy-l-benzofuran-3-yl) acetic acid (146 g) . (6-Hydroxy-l- benzofuran-3-yl) acetic acid (130 g) was dissolved in methanol (270 mL) , a solution of (1R) -1-phenylethylamine (82 g) in methanol (90 mL) was added at 60C, and diisopropyl ether (3.6 L) was added at 55C. After stirring at 25C for 2 hr, the precipitated solid was collected by filtration. The obtained solid was washed with a mixed solvent (445 mL) of methanol- diisopropyl ether (1:9), and dried at 50C under reducedpressure to give the title compound (198 g) as white crystals. *H NMR (500 MHz, DMSO-d6) : delta 1.28-1.38 (m, 3H) , 3.38-3.50 (m, 2H) , 4.06-4.17 (m, 1H) , 6.72 (dd, 1H, J = 8.5, 2.2 Hz), 6.86 (d, 1H, J = 1.9 Hz), 7.21-7.29 (m, 1H) , 7.29-7.38 (m, 3H) , 7.38-7.44 (m, 2H) , 7.56-7.63 (m, 1H) . (protons derived from NH, OH and COOH were not detected)

The synthetic route of 25392-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMANO, Mitsuhisa; GOTO, Mitsutaka; KAJIWARA, Takeshi; MAEDA, Hiroyuki; KONISHI, Takahiro; SERA, Misayo; KONDO, Yuichiro; YAMASAKI, Seiji; WO2012/111849; (2012); A1;,
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Reference of 261723-32-4, Adding some certain compound to certain chemical reactions, such as: 261723-32-4, name is (3-Bromo-2-fluorophenyl)methanol,molecular formula is C7H6BrFO, 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 261723-32-4.

To a solution of (3-bromo-2-fluorophenyl)methanol (29; 4.00 g,19.5 mmol) in THF (40 mL) were added tert-butyl(chloro)dimethylsilane (3.50 g, 23.0 mmol) and 1H-imidazole (2.0 g,29.4 mmol). After being stirred at room temperature for 1 h, themixture was diluted with H2O, and extracted with EtOAc. Theorganic layer was dried over MgSO4, and concentrated in vacuo.The residue was purified by column chromatography on silica gel(hexane/EtOAc = 1:0 to 9:1) to give the product (5.90 g, 95%) as acolorless oil. 1H NMR (DMSO-d6): d 0.09 (6H, s), 0.90 (9H, s), 4.78(2H, s), 7.16-7.20 (1H, m), 7.43-7.47 (1H, m), 7.59-7.64 (1H, m);MS (CI) m/z [M+H]+ 321.

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. 261723-32-4, (3-Bromo-2-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yamaki, Susumu; Yamada, Hiroyoshi; Nagashima, Akira; Kondo, Mitsuhiro; Shimada, Yoshiaki; Kadono, Keitaro; Yoshihara, Kosei; Bioorganic and Medicinal Chemistry; vol. 25; 21; (2017); p. 6024 – 6038;,
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Reference of 186020-66-6, 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. 186020-66-6, name is tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate. A new synthetic method of this compound is introduced below.

[0072] To 15 grams of polyethene glycol (n=3) was added 0.45 eq of tert-butyl acrylate and 1 mol% potassium tert-butoxide in THF at 00 C to room temperature for 3 days to yield compound 1. Compound 1 was added to 1.2 eq of methanesulfonyl chloride, 1.2 eq of triethyl amine in THF at 0 C to room temperature for 3 hours. The pH was adjusted to 8 and 1.2 eq of sodium azide was added in water. The reaction was refluxed overnight to yield compound 2. To compound 2 was added 3 eq of triphenyiphosphine in a THF:water ratio of 7:2 at room temperature for 18 hours to afford compound 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, and friends who are interested can also refer to it.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; OJIMA, Iwao; WANG, Tao; TENG, Yu-Han; WO2015/38493; (2015); A1;,
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Electric Literature 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.

General procedure: Xantphos (28.9 mg, 0.05 mmol), Cs2CO3 (32.6 mg, 0.10 mmol) and [Ru(p-cymene)Cl2]2 (15.3 mg, 0.025 mmol) were added to a Schlenk tube. Then the tube was evacuated and refilled with nitrogen. Dry toluene as solvent (2.0 mL)were added and the solution was stirred at room temperature under nitrogen for 30 min. Activated molecular sieves 4A (0.10 g) and triol 6a (106.1 mg, 1.00 mmol) were then added. And the solution was stirred at room temperature under nitrogen for 40 min. Subsequently, aniline 5a (46.6 mg, 0.50 mmol) was added and the solution was stirred at room temperature under nitrogen for 20 min. Then the resulting solution was heated to reflux and stirred for 48 h. The reaction was monitored by TLC. After completion, the solution was filtered through a plug of Celite and washed with EtOAc (3 mL x 3). The filtrate was concentrated under vacuum. Purification via flash column chromatography with silica gel (eluting with PE/EA = 5/1 (v/v)) yielded 4a (43.0 mg, 81% yield) as light yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3068-00-6, its application will become more common.

Reference:
Article; Xu, Qing-Song; Li, Chen; Xu, Yong; Xu, Defeng; Shen, Mei-Hua; Xu, Hua-Dong; Chinese Chemical Letters; (2019);,
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