Boron trifluoride etherate → 1-(4-(Trifluoromethyl)phenyl)cyclopropanamine

Participants

Reaction Steps

To a cold solution of 4-(trifluoromethyl)benzonitrile (1.03 g, 5.84 mmol) in ether (50 mL) was added titanium isopropoxide (1.50 mL, 5.83 mmol) and ethyl magnesium bromide (3.0M in ether) (1.55 g, 11.67 mmol) at −70° C. The reaction mass was stirred at RT for 1 h and boron trifluoride etherate (4.0 mL) was added. The reaction mass was stirred at RT for 1 h. The reaction mass was quenched in HCl:NaOH (30 mL). The reaction mass was extracted with ether and the organic layer was concentrated to afford 0.420 g of the desired product. 1HNMR (CDCl3): δ 1.05 (s, 2H), 1.60 (s, 2H), 1.78 (s, 2H), 7.36 (d, J=7.8 Hz, 2H), 7.55 (d, J=8.1 Hz, 2H).

Provenance & Evidence