Dimethylformamide → HCID 18319645, compound

Participants

Reaction Steps

To a mixture of ethyl 2,3-dihydro-7-iodo-1-benzoxepin-4-carboxylate (0.69 g), triethylamine (1.12 ml), 1,3-bis(diphenylphosphino)propane (0.165 g), and palladium(II) acetate (90 mg) in N,N-dimethylformamide (6.4 ml) was introduced carbon monoxide for 30 minutes. The reaction mixture was stirred for 5 hours at 95° C. in an atmosphere of carbon monoxide and partitioned between ethyl acetate and water. The organic layer was washed successively with saturated aqueous sodium bicarbonate and brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was purified by medium pressure liquid chromatography (silica gel) using a mixture of ethyl acetate and n-hexane (1:4) to give a solid of ethyl 2,3-dihydro-7-methoxycarbonyl-1-benzoxepin-4-carboxylate (0.45 g).

Provenance & Evidence