Benzoic Acid → HCID 178527217, compound

Participants

Reaction Steps

A stock solution of SOCl2-benzotriazole in dry DCM (1.5 M) was prepared by making up volume of a viscous clear solution of thionyl chloride (1 eq) and benzotriazole (1 eq) with dry DCM (1.5 M)—cf, Synlett 1999, 1763. 1.25 eq of this stock solution was added to a solution of 4-(4-tert-butoxycarbonyl)piperazin-1-yl)benzoic acid (1 eq) (prepared as described in published International patent application WO98/00134) in dry DCM (0.05 M). With the addition, a precipitate formed that was indicative of acyl chloride formation. The reaction was left at RT for 10 min before being filtered through a pad of anhydrous sodium sulfate.

Provenance & Evidence