Trifluoroacetic acid → HCID 67517814, compound

Participants

Reaction Steps

A solution of carbamate 81 (542 g, 0.90 mmol) in DCM (10 mL) was treated with TFA (3 mL) at 0° C. After 20 min, the reaction mixture was warmed to ambient temperature. After 1 h, the solution was concentrated, diluted with EtOAc, washed successively with saturated aqueous NaHCO3, and brine, dried over anhydrous Na2SO4, and filtered. The aqueous phase was back-extracted with DCM and the combined organic extracts were concentrated to afford 82 (401 mg, 89%) as a light yellow-colored foam was used without further purification. 1H NMR (CDCl3, 300 MHz): δ7.31-7.26 (m, 5H), 7.00-6.95 (m, 1H), 6.65-6.60 (m, 1H), 6.49-6.47 (m, 1H), 5.14-5.08 (m, 2H), 4.41 (m, 2H), 3.95-3.92 (m, 1H), 3.83-3.72 (m, 2H), 3.40-3.29 (m, 2H), 2.79 (app q, J=5.4 Hz, 1H), 2.34-2.19 (m, 1H), 1.66 (m, 2H), 0.94 (s, 9H) ppm. Mass spectrum, m/z [502.6] (M+H)+.

Provenance & Evidence