Hydrochloric Acid → HCID 13450867, compound

Participants

Reaction Steps

Borane in tetrahydrofuran (1 M, 250 ml.) was added slowly to a mixture of 4-cyclopropanecarbonyl-9-butyramido-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine (the product of part A of this example) and tetrahydrofuran (200 ml.) and the resulting mixture was heated under reflux. Water was added dropwise, and the tetrahydrofuran was boiled off. The mixture was acidified with hydrochloric acid, heated on a steam bath, basified with sodium hydroxide, and extracted with chloroform. The chloroform extract was dried, filtered and concentrated to dryness. Crystallization of the resulting orange oil from hexane afforded 4-cyclopropylmethyl-9-butylamino-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine (4.8 g., m.r. 84°-85° C.), the compound of Formula I wherein Q is cyclopropylmethyl, R is hydrogen and R' is butyl.

Provenance & Evidence