Synthetic Route of 2077-19-2, 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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.
1.1 4-[4-(1-Hydroxy-1-methyl-ethyl)-benzoyl]-piperidine-1-carboxylic acid tert- butyl ester To a solution of 2-(4-bromo-phenyl)-propan-2-ol (5.00 g; 22.78 mmol) in THF (100 mL) under nitrogen atmosphere, n-butyl lithium (23 % in hexanes) (13.92 ml; 50.12 mmol) was added dropwise at -78 C and stirred for 15 min at the same temperature. A solution of 4-(methoxy-methyl-carbamoyl)-piperidine-1- carboxylic acid tert-butyl ester (6.96 g; 25.06 mmol) in THF ( 00 mL) was added dropwise at -78 C and stirred for 2 h at -78 C. The reaction mixture was stirred for 4 h at -78 C and quenched with saturated NH4CI solution (100 mL). The reaction mixture was extracted with ethyl acetate (2 x 100 mL). The combined extracts were washed with water (200 mL), brine solution (100 mL), dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography using silica gel (60-120) and petrol ether – ethyl acetate (1 :1) as gradient elution to afford the title compound (2.30 g; 29 %) as a pale yellow oil; H NMR (400 MHz, CDCI3) delta 7.92 (d, J = 8.48 Hz, 2H), 7.60 (d, J = 8.52 Hz, 2H), 5.18 (s, 1 H), 3.96 (d, J = 12.56 Hz, 2H), 3.63-3.57 (m, 1 H), 2.90 (s, 2H), 1.74 (d, J = 11.52 Hz, 2H), 1.43-1.38 (m, 17H); LC/MS (B), Rt: 4.50 min; (M+H-BOC) 248.3.
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; MERCK PATENT GMBH; DORSCH, Dieter; BUCHSTALLER, Hans-Peter; WO2015/14442; (2015); A1;,
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