Reaction #4523

Reaction equation

tert-butyl 1,2,2,2-tetrachloroethyl carbonate

imidazole

potassium carbonate

→

tert-butyloxycarbonylimidazole

Solvents

THF

THF

Conditions

Workup

1. 1
   Otherthe organic phase is decanted
2. 2
   Washwashed with 10 ml of saturated aqueous NaCl solution

Procedure

5 g (17.5 mmol) of tert-butyl 1,2,2,2-tetrachloroethyl carbonate dissolved in 10 ml of THF are added at 0° C. to a solution of imidazole (1.2 g; 17.6 mmol) in THF (20 ml) in the presence of 5M aqueous potassium carbonate solution (5 ml). The mixture is stirred for 1 hour at 20° C., and the organic phase is decanted and washed with 10 ml of saturated aqueous NaCl solution.

Source