反应 #71598

反应方程式

triethylamine

2-(2,4,6-trimethylphenyl)-5-(tetrahydrofuran-3-yl)cyclohexane-1,3-dione

acetyl chloride

→

3-oxo-5-(tetrahydrofuran-3-yl)-2-(2,4,6-trimethylphenyl)cyclohex-1-enyl acetate

溶剂

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   其他prepared by a method analogous to
2. 2
   workup.ADDITIONOnce the addition
3. 3
   其他is removed
4. 4
   workup.ADDITIONThe reaction mixture is diluted with dichloromethane (35 ml)
5. 5
   洗涤washed with saturated aqueous sodium bicarbonate solution (20 ml)
6. 6
   干燥The organic phase is dried over anhydrous magnesium sulphate
7. 7
   过滤filtered
8. 8
   其他the filtrate is evaporated in vacuo
9. 9
   其他The residue is purified by column chromatography on silica gel
10. 10
    洗涤eluting with a mixture of ethyl acetate and hexane

实验过程

A solution of triethylamine (0.11 ml, 0.79 mmol) in dichloromethane (2 ml) is added dropwise to a chilled (ice-bath) solution of 2-(2,4,6-trimethylphenyl)-5-(tetrahydrofuran-3-yl)cyclohexane-1,3-dione (prepared by a method analogous to that described in Example 2) and acetyl chloride (0.056 ml, 0.79 mmol) in dichloromethane (4.5 ml). Once the addition is complete the cooling bath is removed and the reaction mixture is stirred at room temperature overnight. The reaction mixture is diluted with dichloromethane (35 ml) and washed with saturated aqueous sodium bicarbonate solution (20 ml). The organic phase is dried over anhydrous magnesium sulphate, filtered and the filtrate is evaporated in vacuo. The residue is purified by column chromatography on silica gel, eluting with a mixture of ethyl acetate and hexane to give 3-oxo-5-(tetrahydrofuran-3-yl)-2-(2,4,6-trimethylphenyl)cyclohex-1-enyl acetate.

来源