反应详情

The 4-benzyloxybenzyl cyanide from step (450a)(3.2 g, 14.33 mmol), sodium ethoxide (1.07 g, 15.7 mmol), and diethyl carbonate (2.23 g, 18.9 mmol) were combined in toluene (100 mL), heated to reflux for 3 h, cooled to rt, and partitioned between ethyl acetate and 1 N HCl. The organic layer was washed with brine, dried over magnesium sulfate and concentrated in vacuo. The crude was purified by chromatography on silica gel eluting hexane: ethyl acetate (80:20, v:v) to give ethyl 2-(4-benzyloxyphenyl)cyanoacetate (4.2 g, 99%) as an oil. MS (M+NH4)+ =313.

1. temperatureheated
2. temperatureto reflux for 3 h
3. custompartitioned between ethyl acetate and 1 N HCl
4. washThe organic layer was washed with brine
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated in vacuo
7. customThe crude was purified by chromatography on silica gel
8. washeluting hexane: ethyl acetate (80:20, v:v)