Allylamine → HCID 10733764, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6.95 g (19.9 mmol) of (3R,4S,5S)-4-amino-3-(1-ethyl-propoxy)-5-methanesulfonyloxy-cyclohex-1-enecarboxylic acid ethyl ester hydrochloride and 6.1 ml (79. 6 mmol) of allylamine in 82 ml of tert.-butyl methyl ester was sealed in a pressure vessel under argon and heated to 110° C., resulting in a 4 bar internal pressure. After 20 h the mixture was cooled to room temperature and partitioned between 30 ml of tert.-butyl methyl ester and 120 ml of saturated sodium bicarbonate solution. The aqueous phase was extracted with 50 ml tert.-butyl methyl ester, and the combined organic phases were dried over sodium sulfate, filtered and evaporated to give 5.90 g (96%) of product as a slightly brownish oil. Purity: 77% (ISTD).

Provenance & Evidence