Dimethylformamide → HCID 18319504, compound

Participants

Reaction Steps

To a mixture of methyl 2,3-dihydro-9-iodo-1-benzoxepin-4-carboxylate (15 g) and [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II), complex with dichloromethane (1:1) (1.9 g) in N,N-dimethylformamide (225 ml) was introduced carbon monoxide for 15 minutes. To the mixture was added the triethylamine (15.8 ml) and triethylsilane (14.5 ml) and to the mixture was introduced carbon monoxide for 1hour. Additionally, the reaction mixture was stirred for 3 days at ambient temperature under carbon monoxide atmosphere. To the reaction mixture was added a mixture of ethyl acetate and water, and catalyst ws filtered off. The separated organic layer was washed with a water, dried over magnesium sulfate and evaporated in vacuo. The residue was triturated with a mixture of diisopropyl ether and hexane (1:1) to give methyl 2,3-dihydro-9-formyl-1-benzoxepin-4-carboxylate (7.7 g).

Provenance & Evidence