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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below., name: 1-Chloro-2-methyl-2-propanol
Under an argon atmosphere, the compound 11 (41.7 mg, 0.10 mmol) was dissolved in DMF (2 mL), the solution was added with 1-chloro-2-methyl-2-propanol (103 muL, 1.0 mmol), potassium carbonate (207 mg, 1.5 mmol), and sodium iodide (249 mg, 1.5 mmol), and the mixture was stirred at 100°C for 12 hours. The reaction mixture was poured into distilled water, and the mixture was extracted three times with chloroform. The organic layers were combined, dried over anhydrous sodium sulfate, and then concentrated. Under an argon atmosphere, the obtained crude product was dissolved in dichloromethane (2 mL), the solution was added with a solution of boron tribromide in dichloromethane (1.0 mol/L, 0.5 mL, 0.50 mmol) under ice cooling, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was added with 6 M aqueous ammonia (10 mL) under ice cooling, and the mixture was stirred at room temperature for 30 minutes, and extracted three times with chloroform. The organic layers were combined, dried over anhydrous sodium sulfate, and then concentrated. The obtained crude product was purified by preparative TLC to give the title compound 29 as white amorphous (29.7 mg, 63percent). [0191] The obtained compound 29 was treated with a 20percent solution of hydrogen chloride in methanol to give the hydrochloride of the compound 29. Compound 29 (free base) 1H NMR (CDCl3, 300MHz): delta 0.63-1.29 (m, 2.2H), 1.15 (s, 6H), 1.43-1.57 (m, 0.8H), 1.60-1.84 (m, 2H), 1.91-2.12 (m, 1H), 2.33-2.73 (m, 4H), 2.92-3.17 (m, 3H), 3.24-3.37 (m, 1H), 3.61 (dd, J=5.7, 12.6Hz, 0.8H), 3.78-3.92 (m, 1H), 4.18-4.29 (m, 0.4H), 4.86-5.00 (m, 1.6H), 5.03 (t, J=6.0Hz, 0.2H), 6.50 (d, J=2.4Hz, 0.2H), 6.60 (dd, J=2.7, 8.4Hz, 0.2H), 6.67 (dd, J=2.4, 8.1Hz, 0.8H), 6.72 (d, J=2.4Hz, 0.8H), 6.90 (d, J=8.1Hz, 0.2H), 6.91 (d, J=8.1Hz, 0.8H), 7.30-7.53 (m, 5H)
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Reference:
Patent; The Kitasato Institute; Nippon Chemiphar Co., Ltd.; NAGASE, Hiroshi; FUJII, Hideaki; NAKATA, Eriko; WATANABE, Yoshikazu; TAKAHASHI, Toshihiro; EP2774926; (2014); A1;,
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