N-Hydroxyphthalimide → N-(4-nitro-2-trifluoromethyl-phenoxy)-phthalimide

Participants

Reaction Conditions

Reaction Steps

11.5 g of sodium hydride as a 50% oil suspension were admixed at 20° C. with 300 ml of anhydrous diemthylformamide and after cooling the mixture to 5° to 10° C., 36.5 g of N-hydroxy-phthalimide were added thereto. The mixture was stirred at 20° C. for 30 minutes and 50 g of 4-nitro-2-trifluoromethyl-chloro benzene were added over 10 minutes. The suspension was heated at 80°-85° C. for one hour and was cooled to 20° C. and poured over ice. The mixture was stirred for one hour and was filtered. The solid product was washed with water and dried to obtain 60.7 g of N-(4-nitro-2-trifluoromethyl-phenoxy)-phthalimide melting at 190° C.

Provenance & Evidence