反应详情

To a stirred solution 7.27 mmol 5-(3,6-dihydro-2H-pyran-4-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester in 60 ml methanol were added 1.60 g 10% palladium on charcoal and 72.7 mmol ammonium formate and the mixture was heated at reflux for 30 min. The reaction mixture was then cooled to room temperature, filtered, and the filtrate concentrated in vacuo. The residue was taken up in THF and washed with brine. The organic phase was then dried over sodium sulfate and concentrated in vacuo. The residue was purified by chromatography (SiO2, heptane/ethyl acetate) to yield the title compound as a white solid (92% yield). MS (m/e): 248.3 ([M+H−Me2C═CH2]+, 100%).

1. temperaturethe mixture was heated
2. temperatureat reflux for 30 min
3. filtrationfiltered
4. concentrationthe filtrate concentrated in vacuo
5. washwashed with brine
6. dry with materialThe organic phase was then dried over sodium sulfate
7. concentrationconcentrated in vacuo
8. customThe residue was purified by chromatography (SiO2, heptane/ethyl acetate)