反应详情

To a solution of 6-methoxy-1-methylene-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester (0.66 g) in 20 mL of glacial acetic acid was added lead tetraacetate (1 g). The reaction was stirred overnight, then quenched by the addition of 2 mL of glycerol. The volatile material was evaporated and the resulting residue was partitioned between 50 mL of saturated sodium chloride and 50 mL of dichloromethane. The aqueous phase was re-extracted with 50 mL more dichloromethane and the combined extracts were dried over sodium sulfate. The volatile material was evaporated and chromatography (20% ethyl acetate in hexanes) yielded 0.20 g of 7-methoxy-2-oxo-1,2,4,5-tetrahydrobenzo[d]azepine-3-carboxylic acid benzyl ester.

1. customquenched by the addition of 2 mL of glycerol
2. customThe volatile material was evaporated
3. customthe resulting residue was partitioned between 50 mL of saturated sodium chloride and 50 mL of dichloromethane
4. extractionThe aqueous phase was re-extracted with 50 mL more dichloromethane
5. dry with materialthe combined extracts were dried over sodium sulfate
6. customThe volatile material was evaporated