Azobisisobutyronitrile → HCID 53938046, compound

Participants

Reaction Steps

A mixture of 5.13 g of methyl 2-(2-methyl-4-chlorophenoxy)-3-methoxyacrylate, 3.56 g of N-bromosuccinimide, and a catalytic amount of azobisisobutyronitrile was heated at reflux with light irradiation for 4 hours. The mixture was filtered through silica gel, and the solvent evaporated to give a crude sample of methyl 2-(2-bromomethylphenoxy)-3-methoxyacrylate. A mixture of this crude material and 2.46 g of sodium acetate in N,N-dimethylformamide was heated at 100 C. for 4 hours. Water was added and the mixture extracted with ethyl acetate, dried with anhydrous sodium sulfate, evaporated and the residue purified by silica gel column chromatography to give methyl 2-(2-acetyloxymethyl-4-chlorophenoxy)-3-methoxyacrylate) (3.2 g).

Provenance & Evidence