Ethanol → HCID 24992290, compound

Participants

Reaction Steps

To a stirring solution of (8R,10aS)-6-(trifluoromethyl)-3,9,10,11-tetrahydro-8,10a-methanocyclohepta[1,2]indeno[4,5-d]imidazol-7(8H)-one (5.0 mg, 0.016 mmol) in EtOH (0.5 mL) was added sodium borohydride (2 mg, 0.05 mmol). The reaction mixture was stirred at room temperature for 0.5 hour and then saturated aqueous ammonium chloride was added. The reaction mixture was filtered through a pad of sodium sulfate on top of silica gel, washing with ethyl acetate. The filtrate was concentrated under vacuum and the residue was lyophilized from benzene containing a small amount of methanol to give (7R,8R,10aS)-6-(trifluoromethyl)-3,7,8,9,10,11-hexahydro-8,10a-methanoazuleno[2,1-e]indazol-7-ol.

Provenance & Evidence