反应详情

Ethyl acrylate (65.01 ml, 600.0 mmol) was added to a toluene (1,200 ml) solution containing N-benzyloxycarbonylglycine ethyl ester (156.3 g, 600.0 mmol) and then, under ice-cooling, sodium hydride (60% oil; 26.40 g, 660.0 mmol) was added thereto. After 10 minutes of stirring at the same temperature, the ice bath was taken off, and the mixture was stirred at room temperature for 20 minutes and then at 50° C. for 3 hours. After completion of the reaction, and under ice-cooling, the reaction solution was adjusted to about pH 3 by adding 10% citric acid aqueous solution and mixed with ethyl acetate, and the mixture was shaken and then subjected to separation of layers. The organic layer was separated and washed with saturated brine, and the water layer was further extracted with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate and then filtered, and the solvent was evaporated under a reduced pressure to obtain 196.7 g (600.0 mmol, quantitative) of the title compound.

1. temperatureunder ice-cooling
2. stirringthe mixture was stirred at room temperature for 20 minutes
3. waitat 50° C. for 3 hours
4. customAfter completion of the reaction
5. temperatureunder ice-cooling
6. stirringthe mixture was shaken
7. customsubjected to separation of layers
8. customThe organic layer was separated
9. washwashed with saturated brine
10. extractionthe water layer was further extracted with ethyl acetate
11. dry with materialThe organic layers were dried over anhydrous sodium sulfate
12. filtrationfiltered
13. customthe solvent was evaporated under a reduced pressure