Acrylonitrile → HCID 54377318, compound

Participants

Reaction Conditions

Reaction Steps

A stock solution consisting of 0.1041 g (1.25×10-4 mol) of diacetato-bis-(tris-o-tolylphosphine)-palladium(II) in 50 ml of hexamethylphosphoric acid triamide is prepared under argon. 1 ml of stock solution, 9.25 g (50 mmols) of 4-bromobenzaldehyde, 3.66 ml (55 mmols) of acrylonitrile and 4.51 g (55 mmols) of anhydrous sodium acetate are added, under argon, to 19 ml of hexamethylphosphoric acid triamide, and the mixture is stirred at 130° C. for 8 hours. The hexamethylphosphoric acid triamide is removed under a high vacuum and the product is distilled. 6.58 g (41.9 mmols) of 4-formylcinnamonitrile are obtained, corresponding to a yield of 84% of theory (conversion figure 16800; Pd content 0.005 mol %).

Provenance & Evidence