Month: August 2021

Reference of 111-90-0, 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. 111-90-0, name is Diethylene Glycol Monoethyl Ether. A new synthetic method of this compound is introduced below.

Compound 2-(3-nitro-4-fluorophenyl)-5-methoxybenzothiazole (1.2 mmol) was dissolved in 70 ml DMF, and ethoxyethoxyethanol (6.0 mmol) and cesium carbonate (1.95 g, 6.0 mmol), and reacted at room temperature for 12 h. After concentration, it was extracted with ethyl acetate / water. The organic phase was washed with water and a saturated NaCl solution, dried over anhydrous Na2SO4, filtered, and concentrated to give 2-(3-nitro-4-ethoxyethoxyethoxyphenyl)-5-methoxybenzothiazole.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111-90-0, its application will become more common.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Feng Zhiqiang; Chen Xiaoguang; Li Yan; Yin Guilin; Jin Xiaofeng; Li Li; (23 pag.)CN104974109; (2019); B;,
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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. 19064-18-7, name is (2,6-Difluorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H6F2O

A previously cooled to 0 C solution of 3.5 g (27.53 mmol) 2-fluoro-4-methoxy (CAS: 175965-83-0) and 3.97 g (27.53 mmol) of 2,6-difluorobenzyl alcohol in 97 ml of dry tetrahydrofuran was added dropwise with 27.5 ml (27.53 mmol) of a IM solution of potassium tert-butoxide in tetrahydrofuran.The obtained mixture was stirred for 18 hours at room temperature.The solvent was evaporated and the residue was partitioned between water and ethyl acetate.The organic phase was separated, washed with water and aqueous sodium chloride solution, dried over sodium sulfate, filtered and evaporated in vacuo to give 5.77 g (yield 66%, purity 79%) of the product.

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, 19064-18-7, (2,6-Difluorophenyl)methanol.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAF; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; BUCHGRABER, Philipp; HARTUNG, Ingo; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, TOBIAS; REDLICH, Gorden; DIETZ, Lisa; LI, Volkhart Min-Jian; (391 pag.)TW2016/5850; (2016); A;,
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Related Products of 111-45-5, 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 111-45-5 as follows.

The compound of formula (J2) (20.0 g), 2-allyloxy ethanol (300 g), a 10 weight % ethanol solution of potassium acetate (0.5 g) and an isopropyl alcohol solution of chloroplatinic acid (0.2 weight % as platinum, 0.5 g) were introduced into a 300 mL eggplant type flask equipped with a reflux condenser and magnetic rotor, and a reaction was carried out for 3.5 hours in an oil bath of 90C as the mixture was being stirred. The low boiling point components were removed with a rotary vacuum evaporator. Purification was performed by silica gel column chromatography (developing solvent, ethyl acetate/hexane) and a pale yellow transparent liquid was obtained. The proton nuclear magnetic resonance spectrum of this liquid was analyzed. As a result, peaks were detected in the vicinity of 0.1 ppm (18H), in the vicinity of 0.5 ppm (8H), in the vicinity of 1.6 ppm (8H), in the vicinity of 1.9 ppm (3H), in the vicinity of 2.5 ppm (3H), in the vicinity of 3.4 ppm (6H), in the vicinity of 3.5 ppm (6H), in the vicinity of 3.7 ppm (6H), in the vicinity of 4.1 ppm (2H), in the vicinity of 5.5 ppm (1H) and in the vicinity of 6.1 ppm (1H). From these findings, it was confirmed that this was the compound represented by formula (M4).

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; Johson & Johnson Vision Care Inc.; EP1424339; (2004); A1;,
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Application of 4415-73-0 ,Some common heterocyclic compound, 4415-73-0, molecular formula is C6H12O2, 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.

Example 134A {1-[(benzyloxy)methyl]cyclobutyl}methanol A solution of cyclobutane-1,1-diyldimethanol (1.04 g, 8.95 mmol) in 1:1 tetrahydrofuran: N,N-dimethylformamide (10 mL) under N2 was treated with 60% dispersion of sodium hydride in mineral oil (0.358 g, 8.95 mmol), stirred at ambient temperature for 2 hours, treated with benzyl bromide (1.065 ml, 8.95 mmol) and stirred at ambient temperature overnight. The mixture was partitioned between methyl tert-butyl ether (50 mL) and saturated NH4Cl solution. The methyl tert-butyl ether layer was washed with water (25 mL) and brine sequentially, dried (MgSO4), filtered, concentrated, and chromatographed on silica gel, eluting with a gradient of 10% to 30% ethyl acetate in heptanes to provide the title compound (0.7 g, 3.39 mmol, 37.9% yield). 1H NMR (500 MHz, CDCl3) delta 7.40-7.30 (m, 5H), 4.56 (s, 2H), 3.72 (d, J=5.6 Hz, 2H), 3.59 (s, 2H), 2.58 (t, J=5.7 Hz, 1H), 2.01-1.78 (m, 6H); MS (DCI) m/z 224 (M+NH4)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4415-73-0, its application will become more common.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Cowart, Marlon D.; Esmieu, William Ramesh; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Malagu, Karine Fabienne; Patel, Sachin V.; Scanio, Marc J.; Searle, Xenia B.; Voight, Eric; Wang, Xeuqing; Yeung, Ming C.; (202 pag.)US2017/15675; (2017); A1;,
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Related Products of 52244-70-9, 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. 52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol. A new synthetic method of this compound is introduced below.

Methanesulfonyl chloride (2.81 ml, 36.1 mmol) was added dropwise over 5 minutes to a mixture of 4-(4- methoxyphenyl)butan-1-ol (5 g, 27.7 mmol) and triethylamine (5.22 ml, 37.4 mmol) in CH2CI2 (75.0 ml, 1165 mmol) at 0 C. Stirred at 0 C for 10 minutes then slowly warmed to 20 C. After 1 h, washed with water (50 mL), HCI 2% (60 mL) and NaHC03 4% weight. (60 mL). The organic layer was dried over MgS04, filtered and concentrated to dryness to give 7.32g (102%) of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52244-70-9, 4-(4-Methoxyphenyl)-1-butanol, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITE DE MONTREAL; GAREAU, Yves; GINGRAS, Stephane; CHANTIGNY, Yves; YANG, Gaoqiang; SAUVAGEAU, Guy; BACCELLI, Irene; MARINIER, Anne; (284 pag.)WO2019/84662; (2019); A1;,
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Synthetic Route of 4845-50-5, 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 4845-50-5, name is 1,4-Dioxane-2,3-diol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 88 5,7-Dihydro-7-methyl-2,4-di-1-pyrrolidinyl-6H-pyrrolo[2,3-d]pyrimidin-6-one (VII) A stirred mixture of 4-methylamino-2,6-di-1-pyrrolidinopyrimidine (V, EXAMPLE 3, 1.235 g) in 20 ml of oxygen-free ethanol (degassed with argon for 15 minutes) is treated with 600 mg of 2,3-dihydroxy-1,4-dioxane, added in one portion. The resulting mixture is stirred at 25 in a foil-wrapped flask under nitrogen for 22 hours, then cooled to 0. The solids are isolated by filtration, washed with 2*3 ml of cold ethanol, and dried (2 hours, 0.05 mm, 40), to give the title compound, mp 172-174; IR (mineral oil) 2958, 2925, 2865, 1725, 1605, 1574, 1533, 1489, 1478, 1469, 1456, 1451, 1394, 1388, 1366, 1345, 1333, 1325, 1269, 1261, 1096, 1082, 778 and 636 cm-1; NMR (CDCl3, TMS) 3.60-3.52, 3.17 and 1.94-1.89delta; CMR (CDCl3, TMS) 176.3, 164.9, 159.7, 156.2, 82.2, 46.8, 46.4, 35.3, 25.5 and 25.2delta; MS (m/z)=288; other ions at m/z 287, 272, 259, 246, 230, 216, 190, 70 and 55.

According to the analysis of related databases, 4845-50-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Upjohn Company; US5502187; (1996); A;,
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Adding a certain compound to certain chemical reactions, such as: 6920-22-5, Hexane-1,2-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, Recommanded Product: 6920-22-5, blongs to alcohols-buliding-blocks compound. Recommanded Product: 6920-22-5

General procedure: All experiments to test the catalytic activity were performed in a Schlenk tube (50mL vol.) attached to a condenser. The catalytic activity was evaluated for HDO oxidation in basic aqueous media with H2O2 as oxidant to obtain HCA. In a typical reaction procedure, aliphatic diol (0.5mmol) and catalyst (25mg) were weighed and dispersed in deionized water (3.5mL) in a Schenk tube. 30% H2O2 (0.75mL) and 0.5M NaOH (0.75mL) were added to the above mixture, and then the Schlenk tube was mounted on a preheated oil bath at 353K. The mixture was allowed to react for various time intervals with continuous magnetic stirring (500 rpm). After the reaction, a part of the resultant solution was diluted 20 times with an aqueous H2SO4 (10mM) solution, and the catalyst was filtered off using a 0.20mum filter (Milex-LG). The obtained filtrate was analyzed by high performance liquid chromatography (HPLC, WATERS 600) using an Aminex HPX-87H column (Bio-Rad Laboratories, Inc.) attached to a refractive index detector. An aqueous 10mM H2SO4 solution (eluent) was run through the column (maintained at 323K) at a flow rate of 0.5mLmin-1. The conversion and yield(s) were determined with a calibration curve method using commercial products.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6920-22-5, Hexane-1,2-diol, and friends who are interested can also refer to it.

Reference:
Article; Tuteja, Jaya; Nishimura, Shun; Ebitani, Kohki; Catalysis Today; vol. 265; (2016); p. 231 – 239;,
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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. 5272-36-6, name is 3-(Trimethylsilyl)propargyl alcohol. A new synthetic method of this compound is introduced below., name: 3-(Trimethylsilyl)propargyl alcohol

According to Ladmiral V. and co-workers (16) 3-(trimethylsilyl)prop-2- yn-1-ol (2.31 ml, 15.6 mmol) and triethylamine (2.83 ml, 20.27 mmol) were dissolved in Et20 (20 ml) and cooled to -20C. A solution of methacryloyl chloride (1.81 ml, 18.56 mmol) in Et20 (10 ml) was added drop wise over 1 hour. The mixture was stirred at -20C for 30 minutes and then overnight at room temperature. Ammonium salts were removed by filtration and the volatiles were removed under reduced pressure. The yellow oil residue was purified by flash chromatography (EtP:Et2O=50:1, Rf= 0.39) (2.48 g, 12.64 mmol, Yield 81%). 1H-NMR (400 MHz, CDCI3): delta = 0.18 (s, 9H, Si(CH3)3); 1.97 (m, 3H, CH3C=CH2); 4.76 (s, 2H, OCH2); 5.62 (m, 1 H, C=CHH); 6.17 (m, 1 H, C=CHH).

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, 5272-36-6, 3-(Trimethylsilyl)propargyl alcohol.

Reference:
Patent; CHIARI, Marcella; (54 pag.)WO2016/92372; (2016); A1;,
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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.4277-34-3, name is Cyclooct-4-enol, molecular formula is C8H14O, molecular weight is 126.2, as common compound, the synthetic route is as follows.Computed Properties of C8H14O

Compound AA8. A mixture of (Z)-cyclooct-4-en-1-ol (42 mg, 330 mumol, 1.5 eq.), N,N?-disuccinimidyl carbonate (DSC) (101 mg, 396 mumol, 1.8 eq.), and TEA (40 mg, 396 mumol, 1.8 eq.) in MeCN (0.5 mL) was degassed and purged with N2 for 3 times. After stirred at 25 C for 4 h under N2, the mixture was added into a mixture of compound AA7 (91.98 mg, 220 mumol, 1 eq.) and TEA (40 mg, 396 mumol, 1.8 eq.) in DMF (0.5 mL) dropwise at 25 C under N2. After stirred at 25 C for 0.5 h under N2, the reaction mixture was filtered and the filtrate was concentrated in vacuo. The mixture was purificated by prep-HPLC (HCl) to afford compound AA8 (8.9 mg, 16 mumol, 7% yield) as a yellow oil. 1H NMR (CD3OD, 400 MHz) delta 8.47 (br s, 1H), 8.42 (s, 1H), 5.75-5.50 (m, 2H), 4.70 (br s, 1H), 4.15-4.00 (m, 1H), 3.96 (s, 3H), 3.29-3.18 (m, 4H), 3.14-2.97 (m, 2H), 2.62-2.49 (m, 2H), 2.44-2.32 (m, 1H), 2.25 (br d, J = 13.2 Hz, 2H), 2.21-2.13 (m, 2H), 2.10-2.00 (m, 1H), 1.95-1.81 (m, 4H), 1.73 (br dd, J = 4.6, 9.9 Hz, 1H), 1.68-1.34 (m, 7H), 1.10 (br s, 1H), 0.54 (br d, J = 7.3 Hz, 2H), 0.30 (br s, 1H).33

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4277-34-3, Cyclooct-4-enol, and friends who are interested can also refer to it.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.; SNIR-ALKALAY, Irit; VACCA, Joseph; BEN-NERIAH, Yinon; (238 pag.)WO2019/155468; (2019); A1;,
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Synthetic Route of 16308-92-2, Adding some certain compound to certain chemical reactions, such as: 16308-92-2, name is (2,4-Dimethylphenyl)methanol,molecular formula is C9H12O, 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 16308-92-2.

General procedure: To a stirred mixture of Ph2PCl (6.0 mmol), NaI (6.0 mmol) and anhydrous CH3CN (5.0 mL) was added alcohol 2(1.0 mmol) at room temperature under argon atmosphere. The reaction mixture was stirred at 80 C in oil bath for 12 h. When the reaction temperature was cooled to room temperature, 30 % H2O2 aqueous (0.5 mL) was slowly added, and stirred for another 10 minutes. The organic layer was extracted with dichloromethane, washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel to obtain the corresponding phosphine oxide.

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. 16308-92-2, (2,4-Dimethylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ma, Yutao; Chen, Feng; Bao, Jifeng; Wei, Hao; Shi, Min; Wang, Feijun; Tetrahedron Letters; vol. 57; 23; (2016); p. 2465 – 2467;,
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