反应详情

A mixture of 5-bromo-benzofuran-7-carbaldehyde (2.00 g), 1-ethoxy-1-tributylstannanylethene (3.53 g)and bis(triphenylphosphine)palladium (II) chloride (63 mg) in dry toluene (4 ml) was heated at reflux under nitrogen for 18 h. A further portion of palladium catalyst (63 mg) was added and heating at reflux continued for a further 6 h. The reaction was allowed to cool, diluted with ether (40 ml) and filtered through a plug of Hyflo. The filtrate was washed successively with hydrochloric acid (50 ml; 2M) and brine (50 ml), then dried, and concentrated in vacuo to give an orange oil. Purification by FCC eluted with hexane to hexane:ethyl acetate (4:1) gave the title compound as a yellow powder (1.21 g), m.p. 91-93°.

1. temperaturewas heated
2. temperatureat reflux under nitrogen for 18 h
3. temperatureheating
4. temperatureat reflux
5. temperatureto cool
6. filtrationfiltered through a plug of Hyflo
7. washThe filtrate was washed successively with hydrochloric acid (50 ml; 2M) and brine (50 ml)
8. customdried
9. concentrationconcentrated in vacuo
10. customto give an orange oil
11. customPurification by FCC
12. washeluted with hexane to hexane:ethyl acetate (4:1)