反应 #65907

反应方程式

magnesium

title product

2,4-bis(1,1-dimethylethyl)-1-bromobenzene

Ethylene oxide

→

title compound

2,4-bis(1,1-dimethylethyl)benzeneethanol

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   温度the mixture is refluxed for one hour
3. 3
   温度refluxing
4. 4
   其他partitioned between saturated ammonium chloride and diethyl ether
5. 5
   萃取The aqueous layer is further extracted with ether
6. 6
   洗涤the combined organic extracts washed with brine
7. 7
   干燥dried over sodium sulfate
8. 8
   过滤filtered
9. 9
   其他evaporated

实验过程

To 243 mg (10 mmoles) of magnesium turnings in 10 ml of tetrahydrofuran is added dropwise a solution of 2.69 grams (10 mmoles) of the title product of Example 9 in 5 ml of tetrahydrofuran. After the addition is complete, the mixture is refluxed for one hour. Ethylene oxide (440 mg, 10 mmoles) is then added, and refluxing continued for one hour. The mixture is cooled to room temperature and partitioned between saturated ammonium chloride and diethyl ether. The aqueous layer is further extracted with ether, the combined organic extracts washed with brine, dried over sodium sulfate, filtered, and evaporated. Chromatography of the residue over silica gel using mixtures of ethyl acetate and hexane as eluents gives the title compound.

来源