Sodium Hydroxide → (R)-6-azido-1,2,3,4,6,7,8,9-octahydrobenzo[g]isoquinoline

Participants

Reaction Steps

A solution of (R)-1-(6-azido-3,4,6,7,8,9-hexahydrobenzo[g]-isoquinolin-2(1H)-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 5 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)-6-azido-1,2,3,4,6,7,8,9-octahydrobenzo[g]isoquinoline as a colorless oil.

Provenance & Evidence