Acetic Acid → HCID 20279341, compound

Participants

Reaction Steps

A solution of ethyl 2-[1-(3,4-dichlorobenzyl)-3-cyano-5-fluoro-2-oxo-3-indolinyl]-2-cyanoacetate (E) (2.0 g.) in 48% w/v hydrogen bromide in acetic acid (25 ml.) was heated under reflux for 3 hours. The solution was evaporated to half volume and poured into water (20 ml.). The mixture was extracted with ethyl acetate (2×50 ml.). The combined extracts were washed with water (2×50 ml.), brine (50 ml.), dried (MgSO4) and evaporated. The residual solid was recrystallised from 2-propanol/petrol 60-80 to give 1'-(3,4-dichlorobenzyl)-5'-fluoro-spiro[pyrrolidine-3,3'-indoline]-2,2',5-trione (0.49 g.), m.p. 253°-254° C.

Provenance & Evidence