Sodium Hydroxide → HCID 19900811, compound

Participants

Reaction Steps

This ester (18.6 g) was heated under reflux in ethanol (50 ml) containing 2 M aqueous sodium hydroxide (50 ml) for one hour. The solvent was evaporated. The residual mixture was diluted with ice-water (300 ml) and extracted with ether (3×20 ml). The ice-cold aqueous layer was acidified to pH 1 with 6 M hydrochloric acid and extracted with ether (3×300 ml). These extracts were dried (MgSO4) and evaporated to leave an oil which was recrystallised from petrol 60°-80° C. to give 2-(2-methylfur-5-ylthio)acetic acid, (10.1 g) m.p. 35°-36° C.; NMR (90 MHz): 2.35 (s,3H), 3.50 (s,2H), 6.00 (m,1H), 6.55 (d,1H), 11.27 (br,s).

Provenance & Evidence