反应详情

温度

0 °C

Sodium hydride (60% dispersion in mineral oil; 2.45 g) was added portionwise over 10 min to a solution of ethyl acetoacetate (7.5 mL) in THF (60 mL) at 0° C. under nitrogen. The resulting mixture was stirred at 0° C. for 10 min and a solution of methyl 4-(bromomethyl)-3-fluorobenzoate (12.1 g) in THF (40 mL) added over 10 min. The mixture was heated to 65° C. for 15 h and allowed to cool. The mixture was poured cautiously into ice/water (300 mL) and the aqueous extracted with EtOAc. The combined organic phase was dried, filtered and evaporated. The crude product was purified by chromatography eluting with to 20% EtOAc in isohexane to give the subtitle compound as a colorless oil 11.10 g.

1. temperatureThe mixture was heated to 65° C. for 15 h
2. temperatureto cool
3. extractionthe aqueous extracted with EtOAc
4. customThe combined organic phase was dried
5. filtrationfiltered
6. customevaporated
7. customThe crude product was purified by chromatography
8. washeluting with to 20% EtOAc in isohexane