cyclohexyl (4-nitrophenyl) carbonate synthesis

Yield:176787-42-1 91%

Reaction Conditions:

with pyridine in tetrahydrofuran at 0 - 20; for 3.5 h;

Steps:

43.A 43A.

43A. Cyclohexyl 4-nitrophenyl carbonate To a solution of cyclohexanol (1.0 g, 10 mmol) in THF (20 mL) at 0° C. was added pyridine (0.97 mL, 12 mmol). After 5 min stirring under N₂, a solution of 4-nitrophenyl chloroformate (2.2 g, 11 mmol) in THF (15 mL) was added slowly. After addition, the reaction mixture was stirred at 0° C. for 30 min, and then at RT for 3 h. The precipitate was filtered, the filtrate was concentrated. The resulting residue was chromatographed (40 g silica gel) eluding with EtOAc (0-20%) in hexanes to give the title compound (2.4 g, 91%) as a white solid.

References:

US2006/160850,2006,A1 Location in patent:Page/Page column 20