Hydrochloric Acid → HCID 13457914, compound

Participants

Reaction Steps

To a stirred solution of 1.0 M borane in tetrahydrofuran (100 ml) maintained under nitrogen at ambient temperature was added cis-1,3,4,6,7,11b-hexahydro-2-hexanoyl-7-phenyl-2H-pyrazino[2,1-a]isoquinoline (8.3 g, 0.019 m) and the mixture heated to reflux for 3 hours, then cooled in an ice bath and carefully treated with 10% HCl (100 ml). This mixture was heated to reflux for 1 hour, then cooled, and the tetrahydrofuran removed on an aspirator. The residue was treated with 20% NaOH (300 ml) and extracted with chloroform (3×75 ml). The extracts were dried over MgSO4 and evaporated to an oily residue, 12.3 g. This was dissolved in methanol (100 ml) and isopropanol (50 ml) and acidified with HCl gas. A white solid crystallized which was collected by filtration, recrystallized from methanol/water, and vacuum dried at 110° for 24 hours to give 7.1 g cis-1,3,4,6,7,11b-hexahydro-2-hexyl-7-phenyl-2H-pyrazino[2,1-a]isoquinoline dihydrochloride, m.p. 221°-222°.

Provenance & Evidence