Tag: M.W=100-200

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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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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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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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 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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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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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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Electric Literature of 80466-51-9 ,Some common heterocyclic compound, 80466-51-9, molecular formula is C11H17NO, 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: The solution of boronic acid 4 (9.4 mg, 0.025 mmol, 5 mol%) and aminoalcohol (5.2 mg, 0.025 mmol, 5 mol%) was refluxed in toluene for12 h to remove water azeotropically. The mixture was allowed to coolto r.t. and toluene was removed in vacuo. Next, 1 M SnCl4 in CH2Cl2(25 muL, 0.025 mmol, 5 mol%) was added to a solution of the oxazaborolidine,methacrolein (43 muL, 0.5 mmol, 1 equiv), and cyclopentadiene(125 muL, 1.5 mmol, 3 equiv) in CH2Cl2 (2.5 mL) and the mixturewas stirred for 2 h at -78 C. The reaction was quenched with sat. aqNaHCO3 and extracted with Et2O. The combined organic phase waswashed with brine, and dried (Na2SO4). After filtration and removal ofsolvent, the crude product was purified by column chromatography(silica gel, pentane/Et2O 9:1) to afford the Diels-Alder adduct (67 mg,98%) as a colorless oil. The enantioselectivity was determined to be84% ee by GC analysis after conversion into the chiral acetal by(2R,4R)-pentane-2,4-diol.GC [ULBON HR-20M (PEG-20M), 100 C]: tR = 24.3 (minor), 26.0 min(major).1H NMR (400 MHz, CDCl3): delta = 9.70 (s, 1 H), 6.31 (dd, J = 2.9, 6.1 Hz, 1H), 6.11 (dd, J = 6.1, 3.0 Hz, 1 H), 2.87 (br s, 1 H), 2.81 (br s, 1 H), 2.22(dd, J = 3.8, 12.0 Hz, 1 H), 1.35-1.42 (m, 1 H), 1.22-1.28 (m, 1 H), 1.00(s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,80466-51-9, its application will become more common.

Reference:
Article; Shimoda, Yasushi; Yamamoto, Hisashi; Synthesis; vol. 49; 1; (2017); p. 175 – 180;,
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Synthetic Route of 748805-85-8, 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 748805-85-8 as follows.

General procedure: Benzyl alcohol derivative 11 (1 eq.) was dissolved in CH2Cl2 (0.4 M). Manganese (IV) oxide (2.1 eq.)was added under argon and the solution was left to stir at room temperature for 48 h. The progress ofthe reaction was monitored by TLC analysis. After completion, manganese oxide was filtered off andthe resulting filtrate was concentrated under reduced pressure. The crude product was purified by silicacolumn chromatography employing mixtures of n-hexane and ethyl acetate as eluents to obtain thedesired product 10.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,748805-85-8, its application will become more common.

Reference:
Article; Jarrige, Lucie; Merad, Jeremy; Zaied, Siwar; Blanchard, Florent; Masson, Geraldine; Synlett; vol. 28; 14; (2017); p. 1724 – 1728;,
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Related Products of 34231-22-6, 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.34231-22-6, name is 3-(Aminomethyl)benzyl Alcohol, molecular formula is C8H11NO, molecular weight is 137.18, as common compound, the synthetic route is as follows.

Fmoc-OSu (38.6 g, 115 mmol) was added to a solution of [3-(amino-methyl)phenyl]methanol (S14, 16.5 g, 121 mmol) in THF (150 mL), water (75 mL) and sodium bicarbonate (20.3 g, 241 mmol) at room temperature (rt) and the reaction stirred overnight (o/n). At that point, a small sample was diluted with MeOH, acidified with a drop of HOAc, and analyzed by LC-MS, which showed the desired product with no Fmoc-OSu reagent. The reaction was acidified with 1M HCl, diluted with ethyl acetate (EtOAc), and stirred for 2 h. The white solid was filtered off, washed well with water, then EtOAc, and air dried for 3 h until a constant weight was attained. The product thus obtained, Fmoc-S14 (15.3 g), was found by LC-MS to be free of identifiable organic impurities. The aqueous layer was extracted with EtOAc (2×). The combined organic layers were washed with H2O (2×) and brine, then dried over anhydrous MgSO4. The desiccant was removed by filtration and the filtrate concentrated under reduced pressure to give additional amounts of the desired product as a white solid (34.1 g). The combined solids were triturated with ethyl acetate at reflux for a few minutes, then o/n at rt to give Fmoc-S14 in 88% yield (38.1 g).

Statistics shows that 34231-22-6 is playing an increasingly important role. we look forward to future research findings about 3-(Aminomethyl)benzyl Alcohol.

Reference:
Patent; CYCLENIUM PHARMA INC.; MACDONALD, Dwight; DUBE, Daniel; WAHHAB, Amal; THOMAS, Helmut; RICHARD, Luc; PETERSON, Mark L.; US2019/153620; (2019); A1;,
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