Hydrochloric Acid → HCID 70453900, compound

Participants

Reaction Steps

A solution of trans-3a,4,5,9b-tetrahydro-6,7-dimethoxy-1H-benz[e]isoindole-1-(2H)-one and 15 mL dry THF was stirred under N2 at 0° as BH3.THF (27.3 mL, 1M solution) was added slowly. The reaction mixture was stirred at reflux for 2.5 hours, was cooled to 0°, and 30 mL methanolic HCl was added cautiously. The solution was stirred at reflux for 1 hour, then was evaporated to dryness. Water was added and the aqueous layer was extracted with ether. After basifying (1N KOH), the aqueous layer was extracted with ether. The combined basic extracts were washed with water, saturated aqueous NaCl, dried (MgSO4), filtered, and evaporated to yield a clear oil which was converted to the HCl salt (ethereal HCl), evaporated, dried (in-vacuo) to obtain a white solid which was triturated with ether to yield 1.03 g cream colored solid, (63%); mp 196°-8°; M+ 233.

Provenance & Evidence