Bromine → 3-Bromo-2-(4-methoxyphenyl)benzo[b]thiophene

Participants

Reaction Conditions

Reaction Steps

A slurry of 5.0 g (20.8 mmol) of 2-(4-methoxyphenyl)benzo[b]thiophene (Example 3, Part A) in 400 mL of CHCl3 at 0° C. was treated slowly with 1.6 mL of Br2, resulting in a yellow solution. The reaction was stirred at 0° C. for 1 h and then washed sequentially with 200 mL of 1.0 N aq Na2S2O3, 200 mL of 1.0 N aq NaHCO3, and 200 mL of H2O. After drying over Na2SO4, evaporation of the solvent in vacuo gave 6.24 g (19.5 mmol; 94%) of an off-white solid which was clean by thin layer chromatography.

Provenance & Evidence