Nitric Acid → 3-Methyl-5-isoxazolecarboxylic acid

Participants

Reaction Conditions

Reaction Steps

A solution of 65 g of nitric acid in 77 ml of water is heated to reflux and 25 g of acetonylacetone 9 is added at a rate to maintain reflux. After the addition is complete, reflux is continued for an additional 2 hours. The mixture is cooled to 10 degrees C. and diluted with 77 ml of water to precipitate isoxazole acid 8, which is filtered, washed with 25 ml of water and vacuum dried at 60 degrees C. to afford 15 g of 5-Methyl-3-isoxazolecarboxylic acid 8.

Provenance & Evidence