Hydrochloric Acid → HCID 20353235, compound

Participants

Reaction Steps

A mixture of 37.7 g of finely powdered 2-benzyl-2,3-dihydro-8H-3a, 8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c] pyrrole (5e), 300 ml of methanol, and 40 ml of acetic acid is cooled with ice, and 14.8 g of sodium cyanoborohydride is added slowly with stirring. The mixture is stirred at room temperature for 3 hours, cooled, and treated with 50 ml of conc. hydrochloric acid. After stirring at room temperature for 0.5 hour the mixture is made basic and extracted several times with methylene chloride. Removal of the solvent from the dried extracts gives 37.5 g of 2-benzyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]-cyclohepta[1,2-c]pyrrole, identical by nmr spectroscopy with the product obtained in Example 4. The hydrochloride melts with decomposition at 195°-200° after crystallization from ethanol.

Provenance & Evidence