反应详情

To a solution of 1-[3-(5-bromo-2-methoxy-benzyl)-azetidin-1-yl]-2,2,2-trifluoro-ethanone (66 mg, 0.19 mmol) in dry DCM (10 mL) at 0° C. was added BBr3 (1.0 M in DCM, 370 mL, 0.37 mmol). After warming to rt overnight, saturated NaHCO3 solution and EtOAc were added. The aqueous portion was extracted twice with EtOAc and the combined organic extracts were dried (Na2SO4) and concentrated to provide the title compound (59 mg, 92%). MS (ESI): mass calcd. for C12H11BrF3NO2, 337.0; m/z found, 338.0 [M+H]+. 1H NMR (CDCl3): 7.23-7.10 (m, 2H), 6.70 (t, J=8.7 Hz, 1H), 4.53-4.40 (m, 1H), 4.27-4.11 (m, 2H), 3.97 (dd, J=10.7, 6.0 Hz, 1H), 3.17-3.01 (m, 1H), 3.01-2.78 (m, 2H).

1. extractionThe aqueous portion was extracted twice with EtOAc
2. dry with materialthe combined organic extracts were dried (Na2SO4)
3. concentrationconcentrated