Hydrochloric Acid → HCID 12788624, compound

Participants

Reaction Steps

A stirred solution of 1-(6-carboxyhexyl)-5-((E)-3-oxooctylidene)hydantoin (20 mg) in H2O (1.5 ml) containing a slight excess of sodium bicarbonate was treated with sodium borohydride (5 mg). After 60 minutes, the solution was acidified to Congo Red with N-aqueous hydrochloric acid, the liberated carboxylic acid was extracted into ethyl acetate, and the ethyl acetate solution was thrice washed with water and dried (MgSO4). Evaporation of the ethyl acetate left a pale yellow gum (14 mg) which was identified by 'H n.m.r. spectroscopy (characteristic signal at δ5.61 (1H, triplet =CH--, J 7.1 Hz) in deuterochloroform) as 1-(6-carboxyhexyl)-5-((E)-3-hydroxyoctylidene)hydantoin.

Provenance & Evidence