反应详情

温度

50 °C

To a solution of 2-chloropyridin-3-ol (16.3 g, 125 mmol) and K2CO3 (24.3 g, 176 mmol) in acetone (150 ml) was added dropwise (bromomethyl)benzene (17.9 ml, 151 mmol). The mixture was stirred overnight at 50° C. and then concentrated to dryness. Water (100 ml) was added and the mixture extracted with CH2Cl2. The organics were dried over Na2SO4, and concentrated to a crude residue that was dissolved in 20 ml CH2Cl2. Et2O (250 ml) was added and then the solvent was decanted from the residue. The residue was then purified on a silica gel plug by eluting with 25% EtOAc/Hexanes to give 3-(benzyloxy)-2-chloropyridine (22.3 g, 80% yield) as a solid.

1. concentrationconcentrated to dryness
2. additionWater (100 ml) was added
3. extractionthe mixture extracted with CH2Cl2
4. dry with materialThe organics were dried over Na2SO4
5. concentrationconcentrated to a crude residue that
6. dissolutionwas dissolved in 20 ml CH2Cl2
7. additionEt2O (250 ml) was added
8. customthe solvent was decanted from the residue
9. customThe residue was then purified on a silica gel plug
10. washby eluting with 25% EtOAc/Hexanes