反応 #320082

反応方程式

4-bromophenol

NaOH

3-bromomethylheptane

→

4-(2-ethylhexyloxy)bromobenzene

収率 84.0%

溶媒

methylcellosolve

反応条件

後処理

1. 1
   その他equipped with stirrer, condenser
2. 2
   workup.ADDITIONare added dropwise over a period of 45 minutes
3. 3
   その他Solvent and excess bromide are removed in vacuo
4. 4
   抽出The resulting solution is extracted three times with water
5. 5
   乾燥The organic phase is dried over sodium sulfate
6. 6
   その他evaporated to dryness

実験手順

A 1 l sulfonating flask equipped with stirrer, condenser, dropping funnel and internal thermometer is charged with 86.5 g (0.5 mol) of 4-bromophenol in 500 ml of methylcellosolve. After the mixture is heated to 60° C., 70.0 g of 30% NaOH (0.53 mol) are slowly run in. Stirring is continued for 15 minutes before 116.8 g (0.575 mol) of 3-bromomethylheptane are added dropwise over a period of 45 minutes. The reaction is continued overnight at 100° C. The thin-layer chromatogram shows almost quantitative conversion. Solvent and excess bromide are removed in vacuo, and the residue (oil) is taken up in 600 ml of toluene. The resulting solution is extracted three times with water. The organic phase is dried over sodium sulfate and evaporated to dryness to give 119.3 g (84% of theory) of 4-(2-ethylhexyloxy)bromobenzene as a light yellow oil.

出典