反应详情

To a solution of methyl triphenylphosphoranylideneacetate (31.2 g) in CH2Cl2 (120 mL) was added dropwise over 15 minutes 2-pyridine carboxaldehyde (8.9 mL, 0.093 mol) in CH2Cl2 (40 mL). The mixture was heated to reflux for 8 hours, additional ylide (3.1 g) was added and the mixture was refluxed overnight. The reaction mixture was cooled, concentrated to 1/2 value and allowed to stand for 2 hours. A solid was collected by filtration and was washed with CH2Cl2 /hexane. The filtrate was concentrated in vacuo and the residue was vacuum distilled at 80°-107° C. and 1.5 mm Hg to afford 12.2 g (80%) of methyl 3-(2-pyridyl)-2-propenoate.

1. temperatureThe mixture was heated
2. temperatureto reflux for 8 hours
3. additionadditional ylide (3.1 g) was added
4. temperaturethe mixture was refluxed overnight
5. temperatureThe reaction mixture was cooled
6. concentrationconcentrated to 1/2 value
7. filtrationA solid was collected by filtration
8. washwas washed with CH2Cl2 /hexane
9. concentrationThe filtrate was concentrated in vacuo
10. distillationdistilled at 80°-107° C.