反应详情

NaH (0.61 g, 25 mmol) was added to a solution of 2-hydroxypyridine (2 g, 21 mmol) in DMF (20 mL) at 0 C. After stirring for 15 min, p-fluorobenzyl bromide (4.4 g, 2.9 mmol, 23 mmol) was added and the reaction mixture allowed to warm gradually to RT. The reaction mixture was quenched by addition of ice then poured into ether and extracted several times with ice water. The organic phase was then dried over Na2SO4, concentrated and the resulting yellow oil purified by normal phase Gilson chromatography eluting with 10% DCM, 70% Hexane, 20% EtOAc. 1-(4-Fluorobenzyl)pyridin-2(1H)-one was isolated as a white solid.

1. customThe reaction mixture was quenched by addition of ice
2. additionthen poured into ether
3. extractionextracted several times with ice water
4. dry with materialThe organic phase was then dried over Na2SO4
5. concentrationconcentrated
6. customthe resulting yellow oil purified by normal phase Gilson chromatography
7. washeluting with 10% DCM, 70% Hexane, 20% EtOAc