Month: July 2021

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. 764-48-7, name is Ethylene Glycol Vinyl Ether. A new synthetic method of this compound is introduced below., SDS of cas: 764-48-7

General procedure: A dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

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, 764-48-7, Ethylene Glycol Vinyl Ether.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
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Synthetic Route of 2009-83-8 , The common heterocyclic compound, 2009-83-8, name is 6-Chlorohexan-1-ol, molecular formula is C6H13ClO, 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 three-necked reactor equipped with a condenser and a thermometer was charged with hydroquinone 104.77 g (0.9515 mol), 100 g (0.7320 mol) of 6-chlorohexanol, 500 g of distilled water and 100 g of o-xylene were added. While stirring the whole volume, 35.15 g (0.8784 mol) of sodium hydroxide was further added in small portions over 20 minutes so that the temperature of the contents did not exceed 40 C. After completion of the addition of sodium hydroxide, the contents were heated and the reaction was further carried out under reflux conditions (96 C.) for 12 hours After completion of the reaction, the temperature of the reaction solution was lowered to 80 C., 200 g of distilled water was added, and then the reaction solution was cooled to 10 C. to precipitate crystals. Precipitated crystals were separated by solid-liquid separation by filtration, and the obtained crystals were washed with 500 g of distilled water and vacuum dried to obtain 123.3 g of brown crystals. Analysis of this brown crystal by high performance liquid chromatography revealed that the content ratio (molar ratio) of the compound contained in the brown crystal is (hydroquinone / intermediate K / by-product K = 1.3 / 90.1 / 8. 1). This mixture was directly used for step 2 without purification.

The synthetic route of 2009-83-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; KIRIKI, SATOSHI; (83 pag.)JP2017/206490; (2017); A;,
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Related Products of 7287-82-3, 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 7287-82-3, name is 1-(2-Methylphenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

1-(o-Tolyl)ethanol (513 mg, 3.77 mmol, commercially available from, for example, Alfa Aesar) was dissolved in DCM (5 mL) and stirred at 0 C under N2. PBr3 (0.142 mL, 1.507 mmol) wasadded dropwise and the reaction stirred for 30 mm at 0 C, then allowed to slowly warm to rt. A further portion of PBr3 (0.355 mL, 3.77 mmol) was added dropwise at rt and the reaction stirred for1.5 h. The solution was quenched with sat. aq. sodium bicarbonate (20 mL), the aqueous layer was extracted with DCM (3 x 20 mL) and the combined organic layers were dried over a hydrophobic frit and concentrated to give (+/-)-1-(1-bromoethyl)-2-methylbenzene (670 mg, 2.69 mmol, 71.5 %yield) as a colourless oil.1H NMR (400 MHz, DMSO-d6) O ppm 7.54 – 7.60 (m, 1 H) 7.15 – 7.27 (m, 3 H) 5.62 (q, J=6.8 Hz, 1 H) 2.37 (5, 3 H) 2.03 (d, J=6.8 Hz, 3 H)

According to the analysis of related databases, 7287-82-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
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Application of 27129-87-9, 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. 27129-87-9, name is (3,5-Dimethylphenyl)methanol. A new synthetic method of this compound is introduced below.

The 0.91 g (0.0067 muM) of 3, 5 – dimethyl benzoic alcohol and 0.4 g of the dispersed GO – Ti 10 ml in tetrahydrofuran, and in the oil bath heated to 70 C, 1 . 89 g (0.0167 muM) of 30 wt % aqueous hydrogen peroxide solution in tetrahydrofuran is slowly added, keeping the temperature reaction 5 h, by HPLC detection, 3, 5 – dimethylphenyl methanol conversion rate is 91.3%, 3, 5 – dimethyl formaldehyde selectivity of 98.2%. After filtering to remove the catalyst concentrated filtrate, separation by silica gel column chromatography to obtain 3, 5 – dimethyl benzaldehyde 0.85 g, yield: 94.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27129-87-9, its application will become more common.

Reference:
Patent; Shenyang Pharmaceutical University; Wang Qinghe; Cheng Maosheng; Ma Wenxi; Tong Qiaolin; Wang Shicheng; (8 pag.)CN108395369; (2018); A;,
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Reference of 86770-74-3, 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. 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol. A new synthetic method of this compound is introduced below.

Step A: (9H-fluoren-9-yl)methyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate (11- 1) To a stirred solution of 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol (1.00 g, 5.17 mmol) in DCM (15 mL) was added 9-fluorenylmethyl chloroformate (1.34 g, 5.17 mmol) and triethylamine ( 1.08 mL, 7.76 mmol). The resulting solution was stirred at room temperature for 10 minutes. The reaction was concentrated onto silica gel and flash column separation using a 0-10% isopropanol/ dichloromethane gradient gave 11-1 as an oil (1.43 g, 66%) LRMS (ES) (M+H)+ : observed = 416.1, calculated = 415.4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,86770-74-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP; AMBRX, INC; GARBACCIO, Robert, M.; KERN, Jeffrey; BRANDISH, Philip, E.; SHAH, Sanjiv; LIANG, Linda; SUN, Ying; WANG, Jianing; KNUDSEN, Nick; BECK, Andrew; MANIBUSAN, Anthony; GATELY, Dennis; WO2015/153401; (2015); 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. 20712-12-3, name is (2-Amino-5-bromophenyl)methanol, molecular formula is C7H8BrNO, 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. SDS of cas: 20712-12-3

A mixture of (2-amino-5-bromophenyl)methanol (10 g, 49.5 mmol) and MnO2 (25.8 g, 296.6 mmol) in CH2Cl2 (400 mL) was stirred at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated to give the title compound as a light yellow solid (8 g, 81percent), which was directly used in next step without further purification. MS (ES+) C7H6BrNO requires: 199, found: 200, 202 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 20712-12-3.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Bifulco, Jr., Neil; DiPietro, Lucian V.; Miduturu, Chandrasekhar V.; (41 pag.)US9695165; (2017); B2;,
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Reference of 111-32-0, Adding some certain compound to certain chemical reactions, such as: 111-32-0, name is 4-Methoxybutan-1-ol,molecular formula is C5H12O2, 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 111-32-0.

Organic Compound A Organic compounds A which is to be added in the course of manufacturing magnetic microparticles, is prepared in the manner described below. A hydroxyl group of malic acid and that of tetramethyleneglycol monomethyl ether were reacted through hexamethylene diisocyanate to form tetramethyleneglycol monomethyl ether-modified malic acid (A-1). Similarly to the foregoing, hexamethyleneglycol monomethyl ether-modified malic acid (A-2) and decaethyleneglycol monomethyl ether-modified malic acid (A-3) were prepared. An amino group of asparagic acid and that of tetramethyleneglycol-monomethyl ether were reacted through hexamethylene diisocyanate to form tetramethyleneglycol monomethyl ether-modified asparagic acid (A-4). A hydroxyl group of malic acid was reacted with octanoic acid chloride to form octanoic acid-modified malic acid (A-5). An amino group of asparagic acid was reacted with stearic acid chloride to form stearic acid-modified asparagic acid (A-6). The thus prepared organic compound A is as follows: A-1: tetramethyleneglycol monomethyl ether-modified malic acid, A-2: hexamethyleneglycol monomethyl ether-modified malic acid, A-3: decaethyleneglycol monomethyl ether-modified malic acid, A-4: tetramethyleneglycol monomethyl ether-modified asparagic acid, A-5: octanoic acid-modified malic acid, A-6: stearic acid-modified asparagic acid.

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. 111-32-0, 4-Methoxybutan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Konica Minolta Medical & Graphic, Inc.; US2006/99145; (2006); A1;,
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Application of 321318-21-2, 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 321318-21-2, name is 1-(3,4-Difluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 1-(3,4-difluorophenyl)ethan-1-ol (2.0 g, 12.64 mmol) in dry DCM (100.0 mL), thionyl chloride (1.9 mL, 34.81 mmol, Spectrochem) was added slowly at 0 C. The reaction mixture was stirred at rt for 1 h. The completion of the reaction was monitored by TLC. The reaction mixture was concentrated and resulting crude product was taken as such for next step. Yield: 90% (2.0 g, colorless liquid). 1H NMR (400 MHz, DMSO-d6): delta 7.64-7.58 (m, 1H), 7.48-7.41 (m, 1H), 7.37-7.34 (m, 1H), 5.36 (q, J = 6.6 Hz, 1H), 1.78 (d, J = 6.6 Hz, 3H).

According to the analysis of related databases, 321318-21-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
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Synthetic Route of 6971-51-3 , The common heterocyclic compound, 6971-51-3, name is (3-Methoxyphenyl)methanol, molecular formula is C8H10O2, 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.

Step (1) Preparation of 3-Methoxybenzyl Bromide To cooled (15 to 20 C.) hydrobromic acid (3.22 kg) (48%) is added 3-methoxybenzyl alcohol (1 kg) dropwise over a period of 1 hour. A slight exotherm results with pot temperature rising from 20 to 23 C. After the addition, the reaction mixture was stirred at 23 to 27 C. for four days. The product separated as an oil during this period. The reaction mixture was transferred to a separatory funnel, and the lower layer containing the product was separated. The aqueous phase was extracted with methylene chloride (750 mL). The methylene chloride extract was combined with the main product and washed with water (500 mL*3). The pH of the last wash was 6.5 to 7.0. The product was dried over anhydrous sodium sulfate (200 g), filtered and concentrated under reduced pressure (bath temperature 50 to 55 C.) to remove most of the solvent, then further concentrated at 40 to 45 C. under 5 mm Hg to constant weight to yield 1.30 kg (89% yield) of crude product. The presence of 5.5% of starting material in this product does not interfere with the subsequent alkylation reaction.

The synthetic route of 6971-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US5001238; (1991); A;,
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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. 534-03-2, name is 2-Aminopropane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C3H9NO2

General procedure: To a stirred mixture of serinol 8 (1 equivalent) and K2CO3 (3 equivalents) in DMSO at 70-80 oC wasadded the appropriate fluoroaromatic 7d-f in portions over 5 minutes. The resulting colouredmixture was stirred (typically 3 hours), allowed to cool to room temperature, and then poured intoice-water with stirring. The resulting diol 9c-f was collected, washed with water and allowed to dry inair.

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, 534-03-2, 2-Aminopropane-1,3-diol.

Reference:
Article; Chappel, Lucy; Leong, Chee-Onn; Mai, Chun-Wai; Meikle, Ian T.; Stanforth, Stephen P.; Truong, Thang V.; Wong, Lai Chun; Bioorganic and medicinal chemistry letters; (2019);,
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