Sulfuric Acid → Phenol, 3-bromo-, 1-acetate

Participants

Reaction Steps

To a stirred solution of 3-bromophenol (25 g, 145 mmol) in acetic anhydride (14 ml) was added a few drop of sulfuric acid, and the mixture was stirred for 2 hours. The mixture was poured into a solution of NaHCO3 (1.3 g, 15.5 mmol) in water (160 ml). The whole was extracted with diethylether. The organic layer was washed with saturated NaHCO3 aqueous solution, brine, dried over MgSO4, and concentrated in vacuo. The residue was used for next reaction without purification. (31 g, 99% yield). 1H-NMR (CDCl3) δ: 7.39-7.35 (m, 1H), ?0.29-7.22 (m, 2H), 7.07-7.02 (m, 1H), 2.30 (s, 3H).

Provenance & Evidence