Hydrochloric Acid → HCID 20391996, compound

Participants

Reaction Steps

1.00 g (1.98 mmol) of 3-methoxycarbonyl-3-(6-methoxycarbonylhexyl)-4-(1-phenylthio-trans-2-octenyl)-oxolane-2-one was dissolved in 23 ml of hexamethylphosphoric triamide followed by stirring. 194 mg (3.96 mmols) of sodium cyanide was then added to the solution and the mixture was heated at 75° to 80° C. for 15 hours while heating. The mixture was allowed to cool to room temperature and rendered neutral with diluted hydrochloric acid. The mixture was extracted with ethyl acetate and the extract was washed three times with water and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation and the resulting residue was purified by silica gel column chromatography using ethyl acetate and n-hexane (1:9 by volume) as an eluent to obtain 730 mg (83% yield) of 3-(6-methoxycarbonylhexyl)-4-(1-phenylthio-trans-2-octenyl)-oxolane-2-one an an oily substance.

Provenance & Evidence