2,3,4,5-tetrahydro-1H-1-benzazepine → HCID 86691985, compound

Participants

Reaction Steps

A solution of 2-ethoxy-3-phenethyl-2-(trifluoromethyl)oxirane (300 mg, 1.15 mmol; prepared as described in RODRIGUES, I., et al., “1-Trifluoromethyl Epoxy Ethers. Effect of Hexafluoro-2-propanol on Reactions with Secondary Aromatic Amines: Synthesis of 3-Trifluoromethyl Indole Derivatives”, J. Org. Chem., 2001, pp 2098-2103, Vol. 66, Issue 6) and 2,3,4,5-tetrahydro-1H-benzo[b]azepine (170 mg, 1.15 mmol) in hexafluoroisopropanol was stirred at room temperature for 48 h. The solvent was evaporated to yield 2-phenethyl-1-(trifluoromethyl)-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indol-1-ol (150 mg, 36%) as a diastereomeric mixture, that was used in the next step without further purification.

Provenance & Evidence