Bromine → Methyl 6-bromo-3-hydroxypicolinate

Participants

Reaction Steps

A mixture of methyl 3-hydroxypicolinate (5.0 g, 32.65 mmol) in H2O was stirred at RT and then Br2 (5.2 g, 32.65 mmol) was added dropwise. After the mixture was stirred at RT overnight, the mixture was filtered and the precipitate was washed with water and dried to give methyl 6-bromo-3-hydroxypicolinate (6.1 g, yield 80.7%). 1H-NMR (DMSO, 400 MHz) δ 10.71 (s, 1H), 7.69 (d, J=8.4 Hz, 1H), 7.41 (d, J=8.4 Hz, 1H), 3.87 (s, 3H). MS (M+H)+: 232/234.

Provenance & Evidence