Hydrochloric Acid → HCID 70605670, compound

Participants

Reaction Conditions

Reaction Steps

Dry gaseous hydrogen chloride is bubbled into a suspension of 6.6 g (0.0144 mole) of tert-butyl alpha-amino-4-benzyloxycarbonyl-8-oxa-1-thia-3-azaspiro[4,5]decane-2-acetate hydrochloride in 150 ml of anhydrous nitromethane at 0° C. After 15 minutes, most of the product has dissolved and the bubbling of hydrogen chloride is continued for 1 hour. Insoluble material is filtered off and the nitromethane solution is degassed at a pressure of 20 mm Hg in a rotary evaporator at ambient temperature to eliminate as much gaseous hydrogen chloride as possible. 700 ml of anhydrous diethyl ether are added, followed by cooling to -5° C for 4 hours. In this way, a precipitate is obtained which is filtered off, washed with diethyl ether and dried in vacuo to give 4.2 g (0.0104 mole) of alpha-amino-4-benzyloxycarbonyl-8-oxa-1-thia-3-azaspiro[4.5]decane-2-acetic acid hydrochloride (yield: 72.5% of theory); M.P. 152-153° C.

Provenance & Evidence