反应详情

温度

20 °C

A mixture of 57 g of 3-pyridineacetonitrile, 23.3 g of acetaldehyde and 0.5 g of cesium carbonate were dissolved in 1 liter of ethanol. The solution was stirred at 20° C. for 30 hours, then partitioned between 2 liters of water and 1 liter of ether. The aqueous phase was extracted with three 1 liter portions of ether and then 500 ml of ethyl acetate. All organic layers were combined, dried and the solvent removed at reduced pressure giving an orange oil. This oil was purified by chromatography on silica gel, eluting with ethyl acetate:hexane (1:1), giving a pale yellow oil which was crystallized from methylene chloride-hexane, giving α-ethylidene 3-pyridineacetonitrile as white needles, mp 46°-47° C.

1. custompartitioned between 2 liters of water and 1 liter of ether
2. extractionThe aqueous phase was extracted with three 1 liter portions of ether
3. customdried
4. customthe solvent removed at reduced pressure
5. customgiving an orange oil
6. customThis oil was purified by chromatography on silica gel
7. washeluting with ethyl acetate:hexane (1:1)
8. customgiving a pale yellow oil which
9. customwas crystallized from methylene chloride-hexane