反应详情

温度

-50 °C

To a solution of 722 mg of 1-[2-(4-Methoxy-benzyl)-1-oxo-1,2,3,4-tetrahydro-isoquinolin-6-yl]-cyclopropanecarbonitrile in 3 ml of dichloromethane and 9 ml toluene, cooled at −50° C. was added dropwise 4.8 mL of 1.0 M DIBAL in THF. After stirring 1 hour at −50° C., the reaction was quenched with 5 ml of 1N HCl, left to warm to room temperature and stirred 0.5 hour. Next the mixture was extracted with ethyl acetate and the organic layer was washed with 0.5 N HCl, sodium carbonate 5% solution, and brine. After drying over sodium sulfate and removal of solvent in vacuo, the residue was purified by silica gel column chromatography using 30%-60% ethylacetate in hexane to provide 0.075 g of 1-[2-(4-Methoxy-benzyl)-1-oxo-1,2,3,4-tetrahydro-isoquinolin-6-yl]-cyclopropanecarbaldehyde.

1. customthe reaction was quenched with 5 ml of 1N HCl
2. waitleft
3. temperatureto warm to room temperature
4. stirringstirred 0.5 hour
5. extractionNext the mixture was extracted with ethyl acetate
6. washthe organic layer was washed with 0.5 N HCl, sodium carbonate 5% solution, and brine
7. dry with materialAfter drying over sodium sulfate and removal of solvent in vacuo
8. customthe residue was purified by silica gel column chromatography