Bromine → HCID 70001611, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the ketone 3 (5.03 g, 0.025 mol) in 15 ml of glacial acetic acid, Br2 (3.94 g, 0.025 mol) was added dropwise, with stirring at 0° C. After the addition was complete the ice bath was removed and the solution was stirred for 2 h at 23° C. The reaction mixture was quenched by the addition of water and after cooling it was extracted with ether. After drying and concentration under vacuum, the residue was purified by flash chromatography, eluting with hexanes, to afford 5.0 g (72%) of compound 4. 1H NMR (100 MHz, CDCl3) δ 0.8 (t, 3H), 1.4 (m, 6H), 1.8 (d, J=6.5 Hz, 3H), 2.7 (t, J=6.4 Hz, 2H), 5.25 (q, 1H), 7.25 (d, J=8.0 Hz, 2H), 7.9 (d, J=8.2 Hz, 2H).

Provenance & Evidence