反应 #1876828

反应方程式

3-(3-benzoyl-2,4-dihydroxyphenyl)-but-2-enoic acid

citronellol

p-toluenesulfonic acid

→

(E)-3-(3-benzoyl-2,4-dihydroxyphenyl)-but-2-enoic acid 3,7-dimethyl-oct-7-enyl ester

溶剂

cyclohexane

反应条件

后处理

1. 1
   其他The reaction mixture is partitioned between methylene chloride (150 mL) and water (150 mL)
2. 2
   其他the organic layer is removed
3. 3
   洗涤washed with methylene chloride (100 mL)
4. 4
   洗涤The combined organic layers are washed sequentially with saturated sodium bicarbonate solution (100 mL) and brine (100 mL)
5. 5
   干燥The organic layer is dried over anhydrous magnesium sulfate
6. 6
   过滤filtered
7. 7
   浓缩concentrated

实验过程

A solution of 3-(3-benzoyl-2,4-dihydroxyphenyl)-but-2-enoic acid (5.97 g, 20.0 mmol), citronellol (3.13 g, 20.0 mmol) and p-toluenesulfonic acid (1 g) in cyclohexane (150 mL) is refluxed for 6 h under vacuum using a Dean Stark separator. The reaction mixture is partitioned between methylene chloride (150 mL) and water (150 mL); the organic layer is removed and washed with methylene chloride (100 mL). The combined organic layers are washed sequentially with saturated sodium bicarbonate solution (100 mL) and brine (100 mL). The organic layer is dried over anhydrous magnesium sulfate, filtered and concentrated to give (E)-3-(3-benzoyl-2,4-dihydroxyphenyl)-but-2-enoic acid 3,7-dimethyl-oct-7-enyl ester as an oil which can be purified by flash chromatography.

来源