Hydrochloric Acid → 5-Carbamoyl-2-methoxybenzoic acid

Participants

Reaction Conditions

Reaction Steps

Methyl 5-cyano-2-methoxybenzoate (2 g) prepared in step A was dissolved in 24 mL of dimethyl sulfoxide, and 12 mL of a 1 M aqueous solution of sodium hydroxide was added. After stirring for 4 hours and a half at 80° C., the mixture was cooled in an ice bath, and adjusted to pH of about 4 with the use of 10 mL of 1 M hydrochloric acid. The resulting solution was diluted with 200 mL of water, and cooled for several hours in a refrigerator. The precipitate formed was separated by filtration, washed with cold water, and then dried over diphosphorus pentoxide under reduced-pressure to obtain 1.3 g (63%) of 6-methoxyisophthalamic acid.

Provenance & Evidence