Month: September 2021

Adding a certain compound to certain chemical reactions, such as: 13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, 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, Computed Properties of C10H12O3, blongs to alcohols-buliding-blocks compound. Computed Properties of C10H12O3

General procedure: A solution of diisopropylazodicarboxylate (DIAD, 10 mmol) in anhydrous THF (20 mL) was added dropwise to an ice-bath cooled mixture of ethyl or methyl phenyllactate (10 mmol), the suitable phenol (10 mmol) and PPh3 (10 mmol) in anhydrous THF (50 mL). The reaction mixture was stirred overnight, under N2 atmosphere, at room temperature. The organic solvent was evaporated in vacuo, and a mixture of Et2O and n-hexane (40 mL, 1:1) was added to the residue. The resulting precipitate was filtered off, and the filtrate was evaporated to dryness. The residue was chromatographed on a silica gel column using the suitable eluent affording the desired compounds in 33-79% yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, and friends who are interested can also refer to it.

Reference:
Article; Piemontese, Luca; Fracchiolla, Giuseppe; Carrieri, Antonio; Parente, Mariagiovanna; Laghezza, Antonio; Carbonara, Giuseppe; Sblano, Sabina; Tauro, Marilena; Gilardi, Federica; Tortorella, Paolo; Lavecchia, Antonio; Crestani, Maurizio; Desvergne, Beatrice; Loiodice, Fulvio; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 583 – 594;,
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Related Products of 100-37-8 ,Some common heterocyclic compound, 100-37-8, 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.

41 g of ibuprofen was dissolved in 200 ml of ethyl acetate. 16 mL of thionyl chloride was added into the mixture. The mixture was refluxed for 2 h. The mixture was evaporated todryness completely. 500 mL of ethyl acetate was added intothe residue and evaporated off. 500 mL of ethyl acetate wasadded into the reaction mixture. The solution was cooled to 5C. with ice-water bath. 23 g of N,N-diethylaminoethanolwas added into the reaction mixture drop by drop. 40 g ofNaCO was added into the reaction mixture slowly. Themixture was stirred for overnight at RT. 200 mL of water wasadded into the mixture. The ethyl acetate solution was collected and washed with water (3×200 mL) and dried overanhydrous NaSO4. Sodium sulfate was removed by filtration and washed with ethyl acetate (3×100 mL). Anhydrous HCl gas (10 g) was bubbled into the mixture. The solid was collected and washed with ethyl acetate.

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; TECHFIELDS PHARMA COMPANY LIMITED; YU, CHONGXI; XU, LINA; (113 pag.)JP2018/65866; (2018); 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.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

[0001250] A mixture of 2-(4-bromophenyl)propan-2-ol (49 mg, 0.23 mmol), Compound 296B (110 mg, 0.23 mmol), [1 J’-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (8.4 mg, 10 muiotaetaomicron), potassium carbonate (49 mg, 0.46 mmol), water (1 mL), and 1,4-dioxane (5 mL) was heated under nitrogen atmosphere at 100 C for 2 h. After cooling, water (5 mL) was added, and the mixture was extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with brine (5 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to afford the crude product as a black oil. The oil was purified with prep-HPLC. The solution was adjusted to pH = 8.0 with sodium bicarbonate solution, extracted with ethyl acetate (50 mL x 2), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 358. LC-MS (ESI) m/z: 577 [M+H]+; 1H-NMR (CDCI3, 400 MHz): delta (ppm) 0.76-0.88 (m, 4H), 1.23-1.30 (m, 1H), 1.63 (s, 6H), 1.83-1.88 (m, 4H), 2.01 (s, 1H), 2.73-2.81 (m, 5H), 2.97-3.03 (m, 2H), 3.74-3.79 (m, 1H), 4.33 (d, J= 4.4 Hz, 1H), 5.11 (d, J= 2.4 Hz, 1H), 7.21-7.28 (m, 1H), 7.35-7.51 (m, 3H), 7.57-7.63 (m, 4H), 7.68 (d, J= 7.2 Hz, 2H), 8.26 (d, J= 8.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2566-44-1, 2-Cyclopropylethanol, 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, Quality Control of 2-Cyclopropylethanol, blongs to alcohols-buliding-blocks compound. Quality Control of 2-Cyclopropylethanol

To the three port round bottom flask, 7-bromo -1H-benzo [d] [1,3] oxazine -2,4-dione (2.00g, 8 . 26mmol), 2-cyclopropyl-ethanol (0.870g, 10 . 1mmol), triphenylphosphine (3.25g, 12 . 4mmol) and tetrahydrofuran (60 ml) were sequentially added and cooled to 0 C, (2.50 ml, 12 . 7mmol), diisopropyl azodicarboxylate added dropwise , to the stirring the mixture at room temperature for 4 hours. Reduced pressure distillation to remove the solvent, the crude product purification column chromatography (petroleum ether/dichloromethane (v/v)=10/1) obtained white solid (2.54g, 99 . 11%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2566-44-1, 2-Cyclopropylethanol, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhuo, Yinglin; Wang, Xiaojun; Zhang, Yingjun; Wen, Liang; Wu, Shoutao; Yuan, Xiaofeng; (87 pag.)CN105384687; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 1875-88-3, 2-(4-Chlorophenyl)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, 1875-88-3, blongs to alcohols-buliding-blocks compound. name: 2-(4-Chlorophenyl)ethanol

Example 8A: To a solution of 2-(4-chlorophenyl)ethanol (250 mg, 1.60 mmol, 215 mu, 1 eq) and Et3N (243 mg, 2.40 mmol, 333 mu, 1.50 eq) in DCM (5 mL) at 0 C was added methanesulfonyl chloride (340 mg, 2.97 mmol, 230 mu, 1.86 eq). The solution was stirred at 0 C for 2 hours. Water (30 mL) was added to the solution. The organic layer was separated, dried over anhydrous sodium sulfate, and concentrated to afford the target compound (350 mg, 93% yield). The product can be used directly for the next step without further purification. MR (400 MHz, METHANOLS) delta 7.35 – 7.21 (m, 4H), 4.43 (t, J= 6.6 Hz, 2H), 3.04 (t, J= 6.6 Hz, 2H), 2.98 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1875-88-3, its application will become more common.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (167 pag.)WO2017/143011; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 115652-52-3, (1-Aminocyclopropyl)methanol hydrochloride, 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, 115652-52-3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C4H10ClNO

[l-[(5-Bromo-4-chloro-3-pyridyl)methylamino]cyclopropyl]methanol:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115652-52-3, its application will become more common.

Reference:
Patent; DENALI THERAPEUTICS INC.; DE VICENTE FIDALGO, Javier; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; FRANCINI, Cinzia Maria; HALE, Christopher R.H.; HU, Cheng; LESLIE, Colin Philip; OSIPOV, Maksim; SERRA, Elena; SWEENEY, Zachary K.; THOTTUMKARA, Arun; (226 pag.)WO2018/213632; (2018); A1;,
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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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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. Safety of 2-(2-Aminoethoxy)ethanol

Example 1 Tert-butyl 2-(2-hydroxyethoxy)ethylcarbamate In a three-necked flask (1000 mL) equipped with a mechanical stirrer, 52.5 g (500 mmol) of diglycolamine and 200 mL of chloroform were dissolved and cooled to 20C on an ice-water bath. To the flask, a mixture prepared by dissolving 109 g (500 mmol) of (Boc)2O in 200 mL of chloroform was added with stirring. The resultant solution was stirred overnight at room temperature. After reaction completion, 400 mL of water were added, and the organic and aqueous phases were allowed to separate. The resultant organic phase was removed, washed with water twice, saturated brine twice, dried over anhydrous MgSO4, filtered, and vacuum dried to yield 99.607 g of the title compound 1.

With the rapid development of chemical substances, we look forward to future research findings about 929-06-6.

Reference:
Patent; Tianjin Hemey Bio-Tech Co., Ltd.; EP2123283; (2009); A1;,
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Synthetic Route of 10602-04-7, Adding some certain compound to certain chemical reactions, such as: 10602-04-7, name is (4-Ethynylphenyl)methanol,molecular formula is C9H8O, 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 10602-04-7.

To a 40 mL glass vial with rubber septum was added 3 (1.00 g, 2.04 mmol), 4-ethynylbenzyl alcohol 4 (0.405 g, 3.06 mmol), PdCI2(PPh3)2 (86 mg, 0.123 mmol), Cul (39 mg, 0.204 mmol), /’Pr2EtN (1.06 g, 8.17 mmol) and THF (7 mL). The contents were briefly placed under vacuum, and then placed under a nitrogen atmosphere. The vial was sealed and heated at 70 °C for 16 h. After cooling to rt, the mixture was filtered through celite, washing with EtOAc, and the filtrated was concentrated under vacuum. The residue was purified by silica gel chromatography (heptane / ethyl acetate / NEt3) to give 5 (0.680 g, 62percent) as a foamy solid. 1H NMR (400 MHz, CDCI3): 3.74 (s, 6 H), 4.12 (s, 2 H), 4.53 (d, J = 4.0 Hz, 2 H), 5.29 (t, J = 4.0 Hz, 1 H), 6.93 (dd, J = 8.0 Hz, 4 H), 7.19 – 7.58 (m, 17 H).

According to the analysis of related databases, 10602-04-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BARYZA, Jeremy Lee; BLOMMERS, Marcel; FERNANDEZ, Cesar; GENO, Erin; GOSSERT, Alvar; GREENIDGE, Paulette; HUESKEN, Dieter; HUNZIKER, Juerg; NATT, Francois Jean-Charles; PATNAIK, Anup; PATTERSON, Andrew; RONDEAU, Jean-Michel Rene; WEILER, Jan; ZHU, Meicheng; WO2015/51045; (2015); A2;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 616-29-5, name is 1,3-Diaminopropan-2-ol, the common compound, a new synthetic route is introduced below. COA of Formula: C3H10N2O

Step 1[00207] l,3-diamino-2-propanol (XXXIX) (1.6 g, 17.75 mmol) was dissolved in water (3 ml/mmol, 53 mL) and then aq. 5% NaHC03 was added until pH was ~9, followed by acetone. The mixture was cooled to 0 C before adding a solution of B0C2O (7.74 g, 35.5 mmol) in acetone (2 mL/mmol, 35.5 ml) slowly dropwise over 2 h. The reaction mixture was allowed to warm to room temperature and stirred overnight. The acetone was evaporated under vacuum and the aqueous residue was washed with Et20 (x3). The organic layers were combined and dried over anhydrous MgS04. The solvent was removed under reduced pressure to give the crude product as a dark yellow oil. The crude product was crystallized from Et20/hexane to give tert- butyl 2-hydroxypropane-l,3-diyldicarbamate (XL) (3.71 g, 12.78 mmol,72% yield). 1H NMR (CDCI3) delta ppm 1.40 (s,18H), 3.06-3.27 (m, 4H), 3.61-3.67 (m, 1H), 4.00 (brs, 1H), 5.16-5.4 (m, 2H). ESIMS found for Ci3H26N205 m/z 313.6 (M+Na).

The synthetic route of 616-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; GLINKA, Tomasz; HIGUCHI, Robert; HECKER, Scott; EASTMAN, Brian; RODNY, Olga; WO2012/109164; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, 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, 41175-50-2, blongs to alcohols-buliding-blocks compound. Recommanded Product: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol

General procedure: Fast Black K Salt hemi(zinc chloride) salt (dye content ~30%) (1.5 g, 1.08 mmol, 1.2equiv.) was dissolved in a mixture of NaOAc buffer (0.1 M, pH 4.0) and MeCN (1 : 1,v/v, 8 mL). The resulting mixture was stirred at rt for 10 min, then sonicated to get near complete solubilization. In another round-bottom flask, the functionalized N,Ndisubstituted aniline (0.9 mmol, 1.0 equiv.) was dissolved in MeCN (2 mL) and cooled to 0 C. The diazonium salt solution was directly filtrated and added to this tertiary aniline and the resulting mixture was stirred at rt for 2 h. The fine precipitate newly formed was recovered by filtration and washed twice with a mixture of deionized water and MeCN (1: 1, v/v). The resulting solid was then dried by lyophilization to afford the BHQ-2 derivative as an amorphous dark purple solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41175-50-2, its application will become more common.

Reference:
Article; Chevalier, Arnaud; Renard, Pierre-Yves; Romieu, Anthony; Tetrahedron Letters; vol. 55; 50; (2014); p. 6764 – 6768;,
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