反应详情

A solution of 1-(5-(methoxymethoxy)-2-neopentylpyridin-4-yl)ethanone (21.6 g, 86 mmol) in (2:1:1) 5 M HCl:i-PrOH:THF (800 mL) was stirred 4 h at rt. The mixture was concentrated to remove the THF and i-PrOH. The resulting solution consisting of the product in aqueous HCl was quenched by slow addition to a solution of saturated aqueous NaHCO3 (500 mL) containing excess solid NaHCO3 (50 g). The aqueous layer was extracted with CH2Cl2 (3×250 mL), the organic layers combined and washed with saturated aqueous NaCl (250 mL), dried (MgSO4), and concentrated to give 1-(5-hydroxy-2-neopentylpyridin-4-yl)ethanone as a brown oil.

1. concentrationThe mixture was concentrated
2. customto remove the THF and i-PrOH
3. customwas quenched by slow addition to a solution of saturated aqueous NaHCO3 (500 mL)
4. additioncontaining excess solid NaHCO3 (50 g)
5. extractionThe aqueous layer was extracted with CH2Cl2 (3×250 mL)
6. washwashed with saturated aqueous NaCl (250 mL)
7. dry with materialdried (MgSO4)
8. concentrationconcentrated