Alcohols-buliding-blocks

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 39590-81-3

Example 136A {1-[(benzyloxy)methyl]cyclopropyl}methanol To a cold (0 C.) solution of 1,1-bis(hydroxymethyl)cyclopropane (5.00 g, 49.0 mmol) in N,N-dimethylformamide (100 ml) was added 60% sodium hydride in mineral oil (1.958 g, 49.0 mmol) in portionwise manner Benzylbromide (5.82 mL, 49.0 mmol) was added to the reaction mixture at room temperature resulting in a slight exotherm. The reaction mixture was stirred at room temperature for 18 hours, and partitioned between 1N HCl solution and methyl tert-butyl ether. The layers were separated and the aqueous layer was washed with CHCl3:isopropyl alcohol (120 mL:40 mL). The combined organic extracts were dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The resulting crude product was purified by flash chromatography using a 220 gm cartridge, eluting with 10-70% methyl tert-butyl ether/heptanes to afford 6.58 g of the title product as colorless oil. (70% Yield)1H NMR (400 MHz, CDCl3) delta 0.45-0.51 (m, 2H), 0.51-0.57 (m, 2H), 2.46 (d, J=4.6 Hz, 1H), 3.46 (s, 2H), 3.56 (d, J=3.3 Hz, 2H), 4.54 (s, 2H), 7.27-7.39 (m, 5H). MS (ESI+): M+H=192.8.

The chemical industry reduces the impact on the environment during synthesis 39590-81-3, I believe this compound will play a more active role in future production and life.

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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110-73-6, 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 110-73-6, name is 2-(Ethylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 474-[ethyl(2-hydroxyethyl)amino]-/V-methyl-3-(1 /-/-purin-6-ylamino)benzenesulfonamidea) 4-[ethyl(2-hydroxyethyl)amino]-/V-methyl-3-nitrobenzenesulfonamideA solution of 4-fluoro-/V-methyl-3-nitrobenzenesulfonamide (500 mg, 2.14 mmol) in (2-ethylamino)ethanol (951 mg, 10.67 mmol) in a microwave reaction tube was sealed and heated at 1 10 C for 18 h. The mixture was concentrated and purified by flash column chromatography (0-3% MeOH/CHCI3 containing 0.1 % NuEta3¡¤Eta20) to afford the title compound (620 mg, 96%) as a yellow oil. LCMS (ES) m/z 304 (M+H)+; 1H NMR (400 MHz, DMSO-de) delta ppm 1 .10 (t, J=7.07 Hz, 3 H) 2.42 (d, J=4.55 Hz, 3 H) 2.50 (br. s, 2 H) 3.23 – 3.30 (m, 2 H) 3.54 (d, J=5.56 Hz, 2 H) 4.73 (s, 1 H) 7.44 (d, J=9.09 Hz, 2 H) 7.73 (s, 1 H) 8.03 (d, J=2.27 Hz, 1 H).

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 110-73-6, 2-(Ethylamino)ethanol.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAMMOND, Marlys; KALLANDER, Lara, S.; LAWHORN, Brian, Griffin; PHILP, Joanne; SARPONG, Martha, A.; SEEFELD, Mark, Andrew; WO2011/149827; (2011); A1;,
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431-38-9 , The common heterocyclic compound, 431-38-9, name is 3-Amino-1,1,1-trifluoropropan-2-ol, molecular formula is C3H6F3NO, 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 solution of 130mg intermediate ii, 101 mg 3-amino-1,1,1-trifluoropropan-2-ol, 224mg HATU and 0.21 mL ethyldiisopropylamine in 10 mL of DMF was stirred at room temperature for 14 hours. Then the reaction was quenched by water, and the mixture was extracted with dichloromethane two times. The combined organic phases were dried over sodium sulfate and evaporated to dryness. The residue was subjected to flash chromatography (dichloromethanemethanol gradient with up to 2% methanol) to yield 160 mg 6-(4-chlorophenyl)-2-(1 -methyl-i,3,3-trifluoro-2-hydroxypropyl)-2 ,3-di hydropyridazi ne-4-carboxamide.1H-NMR (400 MHz, CDCI3): 6 [ppm] = 3.70-3.79 (m, 1H); 3.93 (ddd, 1H); 3.98 (s, 3H); 4.21-4.28 (m, 1 H); 4.64 (br s, 1 H); 7.49 (d, 2H); 7.85 (d, 2H); 8.11 (s, 1 H); 8.31 (s, 1 H); 8.66 (s, 1i0.15(bt,1H).

According to the analysis of related databases, 431-38-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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575-03-1, Adding a certain compound to certain chemical reactions, such as: 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, 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, 575-03-1, blongs to alcohols-buliding-blocks compound.

(1) to 10 ml containing 0.5mmol of 4 – trifluoromethyl -7 – hydroxy coumarin and 0.625mmol of triethylamine in tetrahydrofuran solution, slowly dropping 0.6mmol to chloride (dissolved in 5 ml of in tetrahydrofuran), to control the temperature 0 ¡ãC;(2) stirring ice 1h after, solution to return to room temperature, stirring overnight;(3) the reaction solution through the pressure reducing and removing the solvent, the solid residue is purified by silica gel chromatography, using ethyl acetate-hexane – (1:3 v/v) elute, shall be 132 mg white solid powdery pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.

Reference:
Patent; Da Lianli Technology Changshu Institute Co., Ltd.; Cui Jingnan; Feng Lei; (11 pag.)CN104592985; (2017); B;,
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623-50-7, 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 623-50-7, name is Ethyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

2- Chloro 3-pyridine carbonitrile (1, 2.0 g, 1 equiv.), Cs2C03 (14.2 g, 3 equiv.) and ethyl glycolate (1.5 mL, 1.2 equiv.) were placed in a flask under inert atmosphere. Dry toluene and DBU (4.3 mL, 2 equiv) were added and the suspension was heated at 80 C for 24 h with vigorous stirring. The reaction mixture was cooled to RT, and then water and EtOAc were added. The organic layer was seperated and was washed with water before being dried over anhydrous Na2S04 and concentrated in vacuo. Purification was done by column chromatography on silica gel using 10-40% EtOAC: hexane as a mobile phase to get product 2 (1.5 g, 50%) as a white solid. *H NMR (CDC13, 400 MHz): delta 8.51 (dd, / = 5.0, 2.0 Hz, 1H), 7.96 (dd, / = 8.0, 2.0 Hz, 1H), 7.23-7.28 (m,1H), 4.44 (q, / = 7.0 Hz, 2H), 4.01 (br, s, 2H), 1.44 (t, / = 7.0 Hz, 3H); ESI-MS: nt/z 229.05 [M+Na]+

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 623-50-7, Ethyl 2-hydroxyacetate.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; BHARATE, Sandip Bibishan; BHUSHAN, Shashi; MOHAMMED, Shabber; GURU, Santosh Kumar; BHARATE, Sonali Sandip; KUMAR, Vikas; MAHAJAN, Girish; MINTOO, Mubashir Javed; MONDHE, Dilip Manikrao; VISHWAKARMA, Ram; (37 pag.)WO2017/90058; (2017); A1;,
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100-37-8, Adding a certain compound to certain chemical reactions, such as: 100-37-8, 2-(Diethylamino)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, 100-37-8, blongs to alcohols-buliding-blocks compound.

To a mixture of benzyl 4-[2-methylsulfinyl-7-[5-methyl-l-(2- trimethylsilylethoxymethyl)indazol-4-yl]-6,8-dihydro-5H-pyrido[3,4-d]pyrimidin-4- yl]piperazine-l-carboxylate (500 mg, 739 umol) and 2-(diethylamino)ethanol (173 mg, 1.48 mmol, 197 uL) in THF (10 mL) was added t-BuONa (213 mg, 2.22 mmol), and the mixture stirred at 20 C for 1 hour under N2 atmosphere. The mixture was cooled to 0 C and HCl (2 M) was added until pH~7. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography using 0- 10% MeOH/DCM as eluent to give impure material which was further purified by reversed phase chromatography to give benzyl 4- [2-[2-(diethylamino)ethoxy]-7-[5-methyl-l-(2-trimethylsilylethoxymethyl)indazol-4-yl]-6,8- dihydro-5H-pyrido[3,4-d]pyrimidin-4-yl]piperazine-l-carboxylate (220 mg, 295 umol, 39.9 % yield). ES+APCI MS m/z 729.3 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
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115-20-8, 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 115-20-8, name is Trichloroethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of a dicyclohexyl carbodiimide (3.26 g, 15.8 mmol), 4-n-butylbenzoic acid (2.35 g, 13.2 mmol) and 4-dimethylaminopyrridine (806.3 mg, 6.6 mmol) in anhydrous CH2Cl2 (100 mL), 2,2,2-trichloroethanol (1.5 mL, 15.8 mmol) was added dropwise at 0 C. The mixture was stirred at room temperature for 21 h. The reaction mixture was filtrated through funnel padded with cotton. The mixture was extracted with CH2Cl2 (30 mL), 1 mol/L HCl (25 mL¡Á2), then aqueous NaHCO3 solution (50 mL¡Á2), dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash silica gel columun chromatography (n-hexane/EtOAc=20/1) to give 3i as a colorless oil (3.39 g, 82%); IR (ATR, cm-1) : 2956, 2931, 2860, 1731, 1610, 1576, 1509; 1H NMR (500 MHz; CDCl3): delta8.04 (d, 2H, J = 8.0 Hz), 7.29 (d, 2H, J = 8.0 Hz), 4.96 (s, 2H), 2.69 (t, 2H, J = 7.8 Hz), 1.65-1.59(m, 2H), 1.38-1.34 (m, 2H), 0.93 (t, 3H, J = 7.5 Hz); 13C NMR (125 MHz; CDCl3): delta 165.1, 149.8,130.3, 128.8, 126.2, 95.3, 74.5, 35.9, 33.4, 22.4, 14.0; MS (EI) m/z (%). [M+], 308 (17) 273 (9) 267(19) 230 (5) 161 (99) 135 (14) 125 (15) 118 (30) 103 (18) 95 (6) 91 (72) 77 (19) 65 (10) 51 (6) 41(21). HRMS (EI): calcd for C13H15O2Cl3 [M+]: 308.0138; found: 308.0140.

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 115-20-8, Trichloroethanol.

Reference:
Article; Sawama, Yoshinari; Imanishi, Takahiro; Nakatani, Ryosuke; Fujiwara, Yuta; Monguchi, Yasunari; Sajiki, Hironao; Tetrahedron; vol. 70; 30; (2014); p. 4540 – 4546;,
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The common heterocyclic compound, 100-37-8, name is 2-(Diethylamino)ethanol, molecular formula is C6H15NO, 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. 100-37-8

A mixture of 4-bromoacetophenone (5g, 25 mmol), the diethylaminoethanol (3.5g, 38 mmol), K2CO3 (2g), copper powder (0.5g) and copper (I) iodide (2.5g) in DMSO (30 ML) was heated at 120C until TLC showed consumption of the starting material. After cooling to RT, the mixture was poured onto aqueous NH3 (28 %, 100 ML), extracted with CH2CL2 (3 x 100 ml). The combined organic extracts were dried (NA2SO4), filtered and the CH2CL2 distilled in vacuo. The crude product was purified by column chromatography on silica gel, eluting with EtOAc-MeOH (95: 5) to furnish the pure compound (4.85g, 82%).

The synthetic route of 100-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOPIA PTY LTD; WO2003/99811; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 870-72-4, Hydroxymethanesulfonic Acid Sodium Salt, 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, 870-72-4, blongs to alcohols-buliding-blocks compound. 870-72-4

EXAMPLE 14 25.6 g. of imino bis-methane phosphonic acid are mixed with 190 cc. of a 2 N sodium hydroxide solution and 20 g. of the monohydrate of the sodium salt of hydroxy methane sulfonic acid in 100 cc. of water and the mixture is kept at 60 to 70 C. for two hours. After cooling, methanol is added and the sodium salt of nitrilo sulfo methane bis-methane phosphonic acid is precipitated. Yield: 87%.

With the rapid development of chemical substances, we look forward to future research findings about 870-72-4.

Reference:
Patent; Benckiser-Knapsack GmbH; US4216163; (1980); A;,
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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. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal. A new synthetic method of this compound is introduced below., 597-31-9

Condensation cycle tower 3 Tower effluent with H2(Pressure 4.5 MPa) was fed to a hydrogenation reactor 5, the reactor was a tubular reactor, and the liquid was sprayed with hydrogen.The reactant is hydrogenated under the action of a copper-based catalyst to give the crude neopentyl glycol product, and the hydrogenation reactor 5 is maintained at a temperature of 160 to 170 C and a pressure of 4 MPa.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,597-31-9, 3-Hydroxy-2,2-dimethylpropanal, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Hualu-Hengsheng Chemical Co., Lt; Chang, Huaichun; Hou, Zhiyang; Ren, Geyong; Wang, Zichang; Qiu, Xinzheng; Ren, Yuhuan; (10 pag.)CN103130611; (2016); B;,
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