反応 #65907

反応方程式

magnesium

title product

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

Ethylene oxide

→

title compound

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

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

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

実験手順

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.

出典