反应详情

To a stirred solution of ethyl-2-[2-(acetoxymethyl)-pyridin-3-yl]-acetate (prepared from 2-methylnicotinic acid as described by Y. Sato et al., Chem. Pharm. Bull.; EN. 1960, 8, 427) (2.37 g, 10 mmol) in EtOH (50 mL) was added KOH (3 g, 53 mmol) and the mixture stirred at reflux overnight. The mixture was cooled, concentrated under reduced pressure and diluted with brine (5 mL) and CH2Cl2 (25 mL). The aqueous phase was extracted with CH2Cl2 (2×20 mL), the phases separated and the combined organic extracts dried (Na2SO4), filtered and concentrated to afford ethyl-2-[2-(hydroxymethyl)-pyridin-3-yl]-acetate (1.03 g, 52%).

1. temperatureat reflux overnight
2. temperatureThe mixture was cooled
3. concentrationconcentrated under reduced pressure
4. additiondiluted with brine (5 mL) and CH2Cl2 (25 mL)
5. extractionThe aqueous phase was extracted with CH2Cl2 (2×20 mL)
6. customthe phases separated
7. dry with materialthe combined organic extracts dried (Na2SO4)
8. filtrationfiltered
9. concentrationconcentrated