Category: alcohols-buliding-blocks

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.111-90-0, name is Diethylene Glycol Monoethyl Ether, molecular formula is C6H14O3, molecular weight is 134.1736, as common compound, the synthetic route is as follows.COA of Formula: C6H14O3

A. Preparation of 1-Allyloxy-2-(2′-ethoxyethoxy) ethanol (4A) All procedures were the same as for preparation of 1A except that diethylene glycol monoethyl ether (39.0 mL, 0.288 mmoles) was used. After filtering the sodium bromide precipitate and concentrating the filtrate, the product was chromatographed on silica gel (eluents: toluene, 15% ethyl acetate in toluene, then 50% ethyl acetate in toluene) and then purified by fractional distillation to produce an 80% yield of colorless liquid, b.p. 78-79 C. at 0.2 torr. 1 H NMR:delta1.02 (t, J=7.0 Hz, –O–C–CH3); 3.28 (q, J=6.5 Hz, –O–CH2 C); 3.30 [m, W1/2 =4 Hz (CH2 CH2 O)2 ]; 3.77 (d, J=5.0 Hz, CH2 allyloxy); 4.69-5.22 (m, CH2 vinyl); 5.29-6.02 (m, CH vinyl).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-90-0, Diethylene Glycol Monoethyl Ether, and friends who are interested can also refer to it.

Reference:
Patent; Northeastern University; US4778909; (1988); A;,
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Reference of 575-03-1, Adding some certain compound to certain chemical reactions, such as: 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin,molecular formula is C10H5F3O3, 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.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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Synthetic Route of 870-72-4, 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 870-72-4, name is Hydroxymethanesulfonic Acid Sodium Salt. This compound has unique chemical properties. The synthetic route is as follows.

(S)-(-)-(5,7-Difluoro-1,2,3,4-tetrahydronaphth-2-yl)(cyanomethyl)amine. The amine hydrochloride 8a (50.27 g, 229 mmol) was treated with a solution of NaOH (10.0 g. 250 mmol) in water (150 mL), followed by a few additional pellets of NaOH sufficient to obtain a solution. Further water (300 mL) was added and the mixture placed in a 50 C bath and treated with formaldehyde sodium bisulfite complex (30.8 g, 230 mmol). After the mixture had been stirred for 30 min, KCN (15.0 g, 230 mmol) was added. The reaction mixture was stirred for a further 1 h at 80 C, cooled to room temperature, and extracted with EtOAc to give an oil (51.3 g) which solidified. TLC (5% MeOH-CH2Cl2) showed ca. 10-15% of starting amine remained. Chromatography on silica gave the nitrile product (39.4 g) and starting free amine (7.12 g), which quickly forms the carbonate in air. Recycling this amine gave an additional 5.35 g of product. Combined yield (44.8 g, 202 mmol; 87.5%): mp 73.1-76.5 C; [alpha]25D -58.0 (c = 1.63, CHCl3); 1H NMR (CDCl3) delta 1.50 (br s, 1H), 1.70 (m, 1H), 2.05 (m, 1H), 2.55-3.04 (m, 4H), 3.22 (m, 1H), 3.70 (s, 2H), 6.62 (m, 2H); MS m/z 222 (M+). Anal. Calcd for C12H12F2N2: C, 64.85; H, 5.44; N, 12.60. Found: C, 65.07; H, 5.47; N, 12.44. The spectra for the (R)-enantiomer 9b are identical: mp 64.4-73.6 C; [alpha]25D +52.3 (c =2.12, CHCl3). Anal. Calcd for C12H12F2N2: C, 64.85; H, 5.44; N, 12.60. Found: C, 65.14; H, 5.54; N, 12.53.

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 870-72-4, Hydroxymethanesulfonic Acid Sodium Salt.

Reference:
Patent; Biotie Therapies, Inc.; WOIWODE, Tom; MORAN, Mark; PICKFORD, Lesley; (73 pag.)EP2182804; (2017); B1;,
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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 52059-53-7, name is 2-(3-Fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(3-Fluorophenyl)ethanol

1 [0036] Aldehyde 14 can be prepared as shown in Scheme 3. 2-(3- Fluorophenyl)ethanol can be oxidized with Dess-Martin periodinane to give 15.Reductive amination with N-(2-hydroxyethyl)benzyl amine gives 16. Hydrogenolysis, Boc protection, and Dess-Martin oxidation gives 14 in excellent yields.Scheme 3. Synthesis of aldehyde 14 used in the synthesis of 1

With the rapid development of chemical substances, we look forward to future research findings about 52059-53-7.

Reference:
Patent; NORTHWESTERN UNIVERSITY; YANG, Sun; MEYSKENS, Frank, L.; SILVERMAN, Richard, B.; JI, Haitao; XUE, Fengtian; POULOS, Thomas, L.; WO2012/97121; (2012); A2;,
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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. 15518-10-2, name is 3-Amino-2-methylpropan-1-ol, molecular formula is C4H11NO, 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. name: 3-Amino-2-methylpropan-1-ol

EXAMPLE I N-(2-Hydroxy-1,1-dimethylethyl)-2,4,5-trifluorobenzamide A solution of 19.4 g (110 mmol) of 2,4,5-trifluorobenzoic acid (JP 58,150,543 (Cl. C07C69) Sept. 7, 1983). 15.2 g (120 mmol) of oxalyl chloride and 250 ml of dichloromethane was treated with four drops of DMF, and the mixture was stirred at room temperature for four hours. The mixture was concentrated to a oil and was redissolved in 100 ml of dichloromethane. This solution was added dropwise to a solution of 19.6 g (240 mmol) of 3-amino-2-methyl-1-propanol in 200 ml of dichloromethane at 5 C., and the reaction mixture was stirred at room temperature overnight. The solids were filtered, and the filtrate was washed with 5% sodium bicarbonate, 1N hydrochloric acid, and water. The organic layer was dried over magnesium sulfate and concentrated to give 24.5 g of the title compound, mp 114-116 C.

With the rapid development of chemical substances, we look forward to future research findings about 15518-10-2.

Reference:
Patent; Warner-Lambert Company; US4920120; (1990); A;,
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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.33420-52-9, name is 2,2-Difluoropropan-1-ol, molecular formula is C3H6F2O, molecular weight is 96.076, as common compound, the synthetic route is as follows.Product Details of 33420-52-9

Trifluoromethanesulfonic anhydride (9.34 mL, 55.2 mmol) was added to a solution of 2,2-difluoropropan-1-ol (5.05 g, 52.6 mmol) in DCM (100 mL) at -10 C followed by dropwiseaddition of 2,6-dimethylpyridine (7.35 mL, 63.1 mmol) in DCM (50 mL). The reaction was stirred for 1 hour before addition of 2N HC1 (150 mL). The layers were separated and the aqueous phase was extracted with DCM (100 mL), then the combined organics were dried and concentrated carefully (no lower than 200 mbar, 40 C) to afford 2,2-difluoropropyltrifluoromethanesulfonate (12.90 g) as a brownlred oil that was used directly in next stage.2,2-Difluoropropyl trifluoromethanesulfonate (11.91 g, 52.22 mmol) was added to a solution of (R)-1-(1H-indol-3-yl)propan-2-amine (6.50 g, 37.3 mmol) and DIPEA (12.9 ml, 74.6 mmol) in 1 ,4-dioxane (75 mL) and the reaction was then heated to 65 C for 1.5 hours. The reaction was cooled to room temperature and diluted with EtOAc (250 mL). This waswashed with water (2 x 100 mL) and saturated aqueous sodium chloride (100 mL). The organic phase was separated and dried (MgSO4), filtered and evaporated. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% MeOH in DCM to afford (R)-N-( 1 -(1 H-indol-3 -yl)propan-2-yl)-2,2-difluoropropan- 1-amine (7.99 g, 85%) as an orange/brown oil. ?H NMR (500 MHz, CDC13, 27 C) 1.11 (3H, d), 1.58 (3H, t), 2.77 -3.00 (4H, m), 3.07 (1H, h), 7.04 (1H, d), 7.12 (1H, ddd), 7.19 (1H, ddd), 7.36 (1H, dt), 7.57- 7.62 (1H, m), 8.03 (1H, s). (One proton not observed). m/z: ES+ [M+H]+ 253.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33420-52-9, 2,2-Difluoropropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; SCOTT, James, Stewart; MOSS, Thomas, Andrew; YANG, Bin; VARNES, Jeffrey, Gilbert; O’DONOVAN, Daniel, Hillebrand; NISSINK, Johannes, Wilhelmus, Maria; HUGHES, Samantha, Jayne; BARLAAM, Bernard, Christophe; WU, Dedong; BROO, Dan, Anders; (224 pag.)WO2018/19793; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 552331-15-4, 1-(5-Bromo-2-fluorophenyl)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, 552331-15-4, blongs to alcohols-buliding-blocks compound. COA of Formula: C8H8BrFO

To a stirred solution of 1 -(5 -bromo-2-fluorophenyl)ethanol 30-1 (1.2 g, 5.48 mmol) in DCM (15 ml) was added tribromophosphine (0.26 mL, 2.74 mmol). The reaction mixture was stirred at 0C for lh, and then diluted with DCM (50 mL). Then saturated NaHCO3 solution was added dropwise to the mixture, and the layers were separated. The organic layer was washed with saturated NaHCO3 solution (3OmL), brine (30 mL), and then dried over Na2SO4, and concentrated to give the crude product 30-2, which was used in the next step without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,552331-15-4, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; NARGUND, Ravi P.; BLIZZARD, Timothy A.; JOSIEN, Hubert; BIJU, Purakkattle; PLUMMER, Christopher W.; DANG, Qun; LI, Bing; LIN, Linus S.; CUI, Mingxiang; HU, Bin; HAO, Jinlai; CHEN, Zhengxia; WO2014/19186; (2014); 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.37585-25-4, name is (2-Amino-5-chlorophenyl)methanol, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.Application In Synthesis of (2-Amino-5-chlorophenyl)methanol

To 40 ml of DMS0 in the reactor, PdCl2 (dppf), organic ligand L1, potassium carbonate and an auxiliary agent, And 12 mmol of the compound of formula (I) and 18 mmol of the compound of formula (II) in the above reaction scheme, with nitrogen being inert to formAtmosphere, sealed reaction at 110 C for 5 hours, the reaction is completed by natural cooling, vacuum concentration, the use of petroleum ether and ethyl acetate(1: 2 by volume) as the eluent to give the compound of the above formula (III) in a yield of96.7%;[0053] wherein the molar amount of the PdCl2 (dppf) is 1.2% by mol of the compound of the formula (I), and the ligand LlIs used in an amount of 3% by mol based on the molar amount of the compound of formula (I), the molar amount of said potassium carbonate being a molar amount of the compound of formula (I)35% and the molar amount of said auxiliary PhSiH3 is 1.5% by mol based on the compound of formula (I).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,37585-25-4, (2-Amino-5-chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Wang, Wenming; (10 pag.)CN104557737; (2016); B;,
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Reference of 1454-85-9, 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 1454-85-9, name is Heptadecan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

To an ice-cold solution of heptadecanol (2.0 g, 7.8 mmole) in methylenechloride (20 rut) and TEA (3 rat, 20 rumole) was added the abovesuspension of acid chloride (9.3 mmole) in nethylene chloride (20 mL). After stirring for 10 ninutes at ice bath tenperature, the ice?bath was removed and stirring continued at room temperature for 4 h. The reaction mixture was then washed with water (2 x 8 mL) followed bybrine (10 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The crude residue was purified by column chromatography using 5percent methanol in methylene chloride to give the pure required compound 17 (1.1 g, 27percent) as a off white solid, m.p.llo?112¡ã C. ?H NHR (CDC13) 5 0.87 (t, d, .1=7.2 Hz, 3H), 1.24 (m, 28H), 1.40?1.51 (m, 4H),1.60?1.79 (m, 2H), 2.55 (s,3H), 2.75 (m, 3H), 2.85?3.06 (m, 4H),3.60?3.85 (m,3H), 4.03(t, d, J=7.2 Hz, 2H), 4.88 (m,1H), 4.94(m,lH); ESMS:507 (H+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 1454-85-9, Heptadecan-1-ol.

Reference:
Patent; LIXTE BIOTECHNOLOGY, INC.; KOVACH, John, S.; JOHNSON, Francis; SAMUDRALA, Ramakrishna; GUPTA, Ramesh, C.; WO2015/73802; (2015); A1;,
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Electric Literature of 100751-63-1, Adding some certain compound to certain chemical reactions, such as: 100751-63-1, name is 6-Bromo-2-naphthylmethanol,molecular formula is C11H9BrO, 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 100751-63-1.

To a solution of (6-bromonaphtbalen-2-yl)methanol (0.7 g, 2.97 mmol) in dichloromethane (20mL) was added TBSCI (667 mg, 4.45 mmol) and imidazole (302 mg, 4.45 mmol). After theaddition, the reaction mixture was stirred at 25 C for 1 h. The reaction was then quenched by addition of saturated aqueous NI-l4Cl (20 mE) and extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica-gel chromatography (petroleum ether: ethyl acetate = 30: 1) togive the title compound (0.8 g, 77 % yield) as a colorless oil.

According to the analysis of related databases, 100751-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; GEHLING, Victor; HSIAO-WEI TSUI, Vickie; KIEFER, James, Richard, Jr.; LIANG, Jun; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; ZHANG, Birong; (287 pag.)WO2016/112284; (2016); A1;,
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