ethyl (RS)-alpha-(sulphonylmethyl)hydrocinnamate guanidine salt → (RS)-alpha-(sulphonylmethyl)hydrocinnamic acid guanidine salt

Participants

Reaction Steps

A solution of 3.11 g (9.4 mmol) of ethyl (RS)-α-(sulphonylmethyl)hydrocinnamate guanidine salt in 400 ml of semi-concentrated hydrochloric acid is heated to reflux for 20 hours. Subsequently, the reaction solution is evaporated under reduced pressure and, for purification, the residue obtained is chromatographed on 50 g of silica gel using a 9:1 to 1:1 mixture of water and methanol as the eluent. After lyophilization from water there is obtained 0.6 g of (RS)-α-(sulphonylmethyl)hydrocinnamic acid guanidine salt as a colourless powder, MS: 243 (M-H)-.

Provenance & Evidence