反应 #2271702

反应方程式

4-hydroxy -3-methoxyacetophenone

K2CO3

cis-1,4-dichloro-2-butene

→

(Z)-1-[4-[(4-chloro-2-butenyl)oxy]-3-methoxyphenyl]ethanone

收率 106.8%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at reflux for 2.5 hours
3. 3
   过滤The mixture was filtered
4. 4
   浓缩concentrated to an oil
5. 5
   其他Purification
6. 6
   workup.ADDITIONThe fractions containing the purest product
7. 7
   浓缩concentrated
8. 8
   其他to give white crystals, 7.7 g, 30%
9. 9
   其他This was recrystallized from ether

实验过程

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. ANALYSIS: Calculated for C13H15ClO3: 61.30%C 5.94%H Found: 61.28%C 5.94%H

来源