Sodium Hydroxide → HCID 14210343, compound

Participants

Reaction Steps

A cold solution of 8.6 ml sulphuric acid monohydrate in 85.6 ml tetrahydrofuran is added dropwise to a suspension of 12.1 g lithium aluminium hydride in 243 ml tetrahydrofuran at 0°. The mixture is stirred at 0° for 15 minutes and treated at 0° to 10° dropwise with 24.6 g 3-phenyl-1H-indol-2-ethanamine carbamic acid ethyl ester in 274 ml tetrahydrofuran. The mixture is heated under reflux for 45 minutes, then cooled to 0° and treated dropwise with 43 ml of a saturated sodium sulfate solution. 21 ml of 30% sodium hydroxide solution are further added and the mixture stirred for 1 hour. The mixture is filtered and the residue washed with ether. The filtrate is evaporated under reduced pressure and the residue cristallised from ether/pentane to give the heading compound, m.p. 148°-151°.

Provenance & Evidence