Sulfuric Acid → Methyl 4-Chloro-2-(3-hydroxy-3-oxo-1-propenyl)-benzoate

Participants

Reaction Steps

At 2° C., a solution of 5.96 g of sodium nitrite in 11.3 ml of water is added to a mixture of 14 g of methyl 2-amino-4-chlorobenzoate, 59 ml of water and 14.3 ml of concentrated sulfuric acid. The reaction mixture is subsequently stirred for 20 minutes and then added a little at a time to 6.9 g of acrylic acid, 57 mg of palladium acetylacetonate being added after the first portion. After 4 hours at 40° C., the precipitated solid is filtered off, giving, after washing and drying, 18.5 g of methyl 4-chloro-2-(3-hydroxy-3-oxo-1-propenyl)-benzoate.

Provenance & Evidence