反应详情

温度

0 °C

To a solution of tert-butyl 3-methoxyphenylcarbamate (25.6 g, 0.11 mol) in THF (300 mL) was added n-BuLi (0.25 mol, 1.6 M solution in pentane) at −78° C. The resulted solution was stirred at 0° C. for 3 hours and re-cooled to −78° C. followed by the addition of diethyl oxalate (20.1 g, 0.14 mol). The mixture was stirred at −78° C. for 45 min and at ambient temperature for one hour, and quenched with 1 N HCl. The mixture was extracted with ether. The organic solution was dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness. The residue was subjected to column chromatography to give 3.70 g (27% based on recovered starting material) of the title compound: MS (ES+) m/z 324.3 (M+1).

1. temperaturere-cooled to −78° C.
2. stirringThe mixture was stirred at −78° C. for 45 min and at ambient temperature for one hour
3. customquenched with 1 N HCl
4. extractionThe mixture was extracted with ether
5. dry with materialThe organic solution was dried over sodium sulfate
6. filtrationfiltered
7. concentrationThe filtrate was concentrated in vacuo to dryness
8. customto give
9. custom3.70 g (27% based on recovered starting material) of the title compound