Chloroform → 2,4-Dichloro-3,6-dimethylpyridine

Participants

Reaction Steps

A mixture of 2,4-dihydroxy-3,6-dimethyl-pyridine (2.86 g, 20.58 mmol), POCl3 (15 ml) and N,N-diethylaniline (3.6 ml, 22.64 mmol) was heated at reflux for 3 hours. The mixture was cooled, poured into ice water and extracted with diethyl ether. The organic layer was dried and concentrated to give 3.02 g of the crude material. After silica gel column chromatography using chloroform as eluent, 1.3102 g of the title compound was obtained as a yellow oil. 1H NMR (CDCl3) δ 7.07 (s, 1H), 2.43 (s, 3H), 2.39 (s, 3H) ppm.

Provenance & Evidence