Hydrochloric Acid → HCID 20501027, compound

Participants

Reaction Steps

Ethanolic potassium hydroxide solution (1 M; 5.2 ml) was added to a solution of 1'-(4-bromo-2-fluorobenzyl)-spiro-[imidazolidine-4,3'-indoline]-2,2',5-trione (2.0 g.) in dimethyl sulphoxide (10 ml.). The solution was stirred for 5 minutes and then chloromethyl pivalate (0.75 g.) was slowly added. After the addition was completed, the reaction mixture was further stirred for 16 hours; and then poured into water (100 ml.). The aqueous mixture was carefully acidified (concentrated hydrochloric acid). The precipitate which formed was washed with water, air dried and recrystallised twice from 2-propanol to give 1'-(4-bromo-2-fluorobenzyl)-1-(pivaloyloxymethyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione, as a white solid (0.75 g.), m.p. 220°-222° C.

Provenance & Evidence