Water → HCID 54033837, compound

Participants

Reaction Steps

3-(m-Chlorophenyl)-3-hydroxy-2-indolinone (31.2g) in dry dimethylformamide (120 ml.) was added dropwise with stirring under nitrogen to a suspension of sodium hydride (5.2g of a 60% dispersion in oil) in dry dimethylformamide (120ml.) while keeping the temperature at 10°C. The reaction was then left stirring at room temperature for 1 hour. 4-Bromobutyronitrile (18.6g.) in dry toluene (120 ml.) was added dropwise and the mixture stirred for 36 hours. The reaction mixture was poured into water and extracted with toluene. The organic extracts were dried over magnesium sulphate and evaporated to an oil which afforded 21.3 g. colourless crystals, m.p. 124°-126°C, from ethanol.

Provenance & Evidence