Bromine → HCID 71185516, compound

Participants

Reaction Conditions

Reaction Steps

Liquid bromine (0.58 g, 0.19 ml, 3.60 mmol) was added to a solution of methyl 5-(4-methoxyphenyl)-3,4-dimethylthiophene-2-carboxylate (step-3, 0.83 g, 3.00 mmol) in acetic acid (20 ml) under stirring at 25° C. The reaction mixture was then stirred at 25° C. for 3 hrs. The progress of the reaction was monitored by TLC. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (100 ml). The resulting mixture was washed with saturated sodium bicarbonate solution (30 ml). The separated organic layer was concentrated under reduced pressure to obtain a crude product. The crude product obtained was purified by flash column chromatography using 5% ethyl acetate in hexanes as an eluent to obtain the title compound 9d (0.91 g, 83.0%).

Provenance & Evidence