反应详情

A solution of 3-hydroxy-2-methylpyridine (20.0 g, 183 mmol) and Na2CO3 (38.8 g, 367 mmol) in H2O (320 mL) and MeOH (200 mL) was treated with I2 (46.5 g, 183 mmol) and stirred at RT for 1 h. The mixture was acidified with HCl (2 M), extracted with EtOAc (2×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness. The material was suspended in 1:1 EtOAc/Hex, sonicated and the solid collected via filtration and dried. The filtrate was concentrated to dryness, treated with DCM, the solid collected via filtration and combined with the first solid to afford 6-iodo-2-methylpyridin-3-ol (20.5 g, 48%). MS (ESI) m/z: 236.0 (M+H+).

1. extractionextracted with EtOAc (2×)
2. washthe combined organics were washed with brine
3. dry with materialdried over Na2SO4
4. concentrationconcentrated to dryness
5. customsonicated
6. filtrationthe solid collected via filtration
7. customdried
8. concentrationThe filtrate was concentrated to dryness
9. additiontreated with DCM
10. filtrationthe solid collected via filtration