Boron tribromide → HCID 68815892, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 4 of example 3. Thus, 6-(4-methoxy-phenyl)-9-methyl-2,3,4,9-tetrahydro-1H-carbazole (1.214 g, 4.166 mmol) was reacted with BBr3 (5.0 ml of a 1M solution in CH2Cl2) to give the product (0.382 g, 1.377 mmol, 33%) as a brown oil. 1H NMR (DMSO-d6) δ 1.76-1.80 (m, 2H), 1.83-1.90 (m, 2H), 2.65 (t, J=5.8 Hz, 2H), 2.71 (t, J=5.8 Hz, 2H), 3.59 (s, 3H), 6.81 (d, J=8.6 Hz, 2H), 7.26 (dd, J=1.2, 8.4 Hz, 1H), 7.35 (d, J=8.4 Hz, 1H), 7.45 (d, J=8.6 Hz, 2H), 7.50 (s, 1H), 9.31 (s, 1H); [ESI(+)], m/z 276 (M+H)+.

Provenance & Evidence