反应详情

温度

0 °C

A solution of ethyl 2-(furan-2-yl)-2-hydroxyacetate (11.05 g, 64.5 mmol), trimethylorthoacetate (29.8 mL, 387 mmol) and hexanoic acid (2 mL) in decalin (195 mL) is heated at 180° C. for 12 hours. The reaction is cooled and extracted with methanol to provide a mixture of diester and decalin. This mixture is dissolved in methanol (250 mL), cooled to 0° C., treated with 2 M NaOH (150 mL) and stirred for 12 hours. The methanol is removed and the crude reaction is extracted with ether, and the basic layer is acidified with 6 N HCl and extracted with ethyl acetate. The organic layer is washed with brine, dried and concentrated to give 2,3-di(carboxymethyl)furan.

1. temperatureThe reaction is cooled
2. extractionextracted with methanol
3. customto provide
4. customThe methanol is removed
5. customthe crude reaction
6. extractionis extracted with ether
7. extractionextracted with ethyl acetate
8. washThe organic layer is washed with brine
9. customdried
10. concentrationconcentrated