Acetic Acid → HCID 47444577, compound

Participants

Reaction Steps

To a solution of (3,4-dichlorophenyl)(indolin-1-yl)methanone (2.6 g, 8.90 mmol) in AcOH (8.2 mL, 142 mmol) was added bromine (504 μL, 9.79 mmol) dropwise via syringe at 0° C. Additional AcOH (6.0 mL) was added, and the reaction mixture was stirred at room temperature for 1 h. Cold water was added to the reaction mixture followed by sat. aq. NaHSO3 solution. The resulting mixture was stirred for 10 min, and the precipitate was collected via filtration to give the title compound (3.30 g, 100%) as a light brown solid. 1H NMR (DMSO-d6) δ 7.90 (d, J=1.5 Hz, 1H), 7.77 (d, J=8.4 Hz, 1H), 7.60 (d, J=8.1 Hz, 1H), 7.49 (s, 1H), 7.38 (br s, 1H), 4.02 (t, J=8.3 Hz, 2H), 3.10 (t, J=8.3 Hz, 2H); MS(ESI+) m/z 371.9 (M+H)+.

Provenance & Evidence