反应详情

A stirred mixture of 4-hydroxy-3-methoxyacetophenone (16.6 g, 10 mmole), K2CO3 (14 g, 100 mmol) and cis-1,4-dichloro-2-butene (Aldrich, 15 g, 120 mmol) in acetonitrile (250 ml) was heated at reflux for 2.5 hours. The mixture was filtered and concentrated to an oil. Purification was by flash chromatography. The fractions containing the purest product were combined and concentrated to give white crystals, 7.7 g, 30%. This was recrystallized from ether to give analytical pure (Z)-1-[4-[(4-chloro-2-butenyl)oxy]-3-methoxyphenyl]ethanone (2.72 g), m.p.=64°-66° C.

1. temperaturewas heated
2. temperatureat reflux for 2.5 hours
3. filtrationThe mixture was filtered
4. concentrationconcentrated to an oil
5. customPurification
6. additionThe fractions containing the purest product
7. concentrationconcentrated
8. customto give white crystals, 7.7 g, 30%
9. customThis was recrystallized from ether