Sodium Hydroxide → 2-Pyridinecarboxylic acid, 4,5,6-trichloro-

Participants

Reaction Conditions

Reaction Steps

Methyl 4,5,6-trichloropyridine-2-carboxylate (10.11 g, 42 mmol) was suspended in dioxane (200 mL) and water (200 mL). To this mixture was added 1 N NaOH (42 mL, 42 mmol), and the reaction mixture was stirred at 25° C. After 72 h, 2 N NaOH (15 mL, 30 mmol) was added to drive the reaction to completion. The dioxane was removed by rotary evaporation, and the aqueous residue was acidified with concentrated hydrochloric acid. The precipitate was collected by suction filtration, washed with water and dried to provide 4,5,6-trichloropyridine-2-carboxylic acid (8.92 g, 39.6 mmol), mp 115-120° C.

Provenance & Evidence