Perchloric Acid → HCID 23356734, compound

Participants

Reaction Steps

A suspension of 2,8-dimethyl-3-(1,3-dithian-2-ylidene)-1-oxa-8-azaspiro[4.5]decane (2.84 g, 9.95 mmol), HgCl2 (10.8 g, 0.04 mol) and perchloric acid (60%, 5.2 ml) in MeOH/85 ml) was heated at reflux for 2 hours, cooled and decomposed with saturated aqueous sodium bicarbonate solution. The solids were filtered and the filtrate was extracted with methylene chloride. The organic extracts were dried and evaporated. The residue obtained was chromatographed on silica gel and eluted with ammoniated 10-25% MeOH/CH2Cl2 to give the title ester as an oil (1.39 g). A 1 g sample of the oil was converted to the maleate salt in ether. The crude salt was crystallized from methylene chloride/ether to give the maleate salt of the title product (0.48 g), mp 105°-107° C.

Provenance & Evidence