Ammonium formate → HCID 22279976, compound

Participants

Reaction Steps

(2SR, 3SR, 4SR, 2[(1′)]SR) 2-(3,5-Bis(trifluoromethyl)phenyl)-2-{4-[(N,N-dibenzylamino)methyl]-3-phenyl-tetrahydrofuran-2-yloxy}-ethanol (Description 9(a); 53 mg, 0.084 mmol) was dissolved in methanol (5 ml) and paladium on carbon (10 mg) and ammonium formate (37.1 mg) were added and the mixture refluxed for 1 hour. Further ammonium formate (20 mg) was added and the mixture refluxed for another hour. The catalyst was filtered off, the solvent was removed in vacuo and the residue purified using preparative TLC plates in 6% methanol in dichloromethane and 0.2% ammonia. The product was removed from the silica by washing with methanol (2×20 ml) and the solvent removed in vacuo. The residue was dissolved in dichloromethane (10 ml) and dried over MgSO4 to give the title compound (20.2 mg, 54%).

Provenance & Evidence