Acetic Anhydride → HCID 18629343, compound

Participants

Reaction Conditions

Reaction Steps

70 ml of acetic anhydride was added to 7.61 g of 4-chloro-3-difluoromethyl-2-methylpyridine N-oxide (VI), which was heated at 110° C. for 1 hour. The solvent was distilled off under reduced pressure, and thereafter, saturated aqueous sodium bicarbonate solution was added thereto and the resulting mixture was extracted with ether. The resulting organic layer was washed with saturated salt water, and thereafter, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was dissolved in 90% ethanol and 2.36 g of sodium hydroxide was added thereto and the resulting mixture was heated at 80° C. for 2 hours. The solvent was distilled off under reduced pressure, and thereafter, water was added thereto and the resulting mixture was extracted with chloroform. The resulting organic layer was washed with saturated salt water, and thereafter, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; chlorohorm) to obtain 1.55 g of 4-chloro-3-difluoromethyl-2-hydroxymethylpyridine (VII).

Provenance & Evidence