Sodium Hydroxide → (R)-7-azido-1,2,3,4,7,8,9,10-octahydrobenzo[f]isoquinoline

Participants

Reaction Steps

A solution of (R)-1-(7-azido-1,2,7,8,9,10-hexahydrobenzo[f]isoquinolin-3(4H)-yl)-2,2,2-trifluoroethanone(972 mg, 3.0 mmol) and NaOH (240 mg, 6 mmol) in 21 mL of THF/MeOH/H2O (10/10/1) was stirred at RT for 4 h. The solvent was evaporated and the residue was submitted to flash chomatograph (SiO2, EtOAc/MeOH=100:10 to 100:20 to 100:30) to give (R)-7-azido-1,2,3,4,7,8,9,10-octahydrobenzo[f]isoquinoline as a colorless oil.

Provenance & Evidence