Lithium Hydroxide → 4,6-Dichloronicotinic acid

Participants

Reaction Steps

4,6-Dichloro-nicotinic acid methyl ester (27.3 g, 133 mmol) was dissolved in THF (150 mL). LiOH (3.53 g, 147 mmol), dissolved in H2O (25 mL), was added dropwise and the reaction was allowed to stir for 18 h. The volatiles were removed in vacuo. The resultant residue was diluted with H2O (100 mL) and acidified with 6 N HCl while swirling at 0° C. The solution was brought to a pH of 2.0 and a yellow precipitate formed. The mixture was allowed to stand at 0° C. for 1 h then filtered to afford 4,6-dichloro-nicotinic acid as a yellow solid (20.6, 81%).

Provenance & Evidence