反応 #651852

反応方程式

2-fluoro-4-(3-methyl-3-hydroxy-1-butynyl)toluene

sodium hydroxide

benzene

→

2-fluoro-4-ethynyltoluene

収率 40.0%

溶媒

water

反応条件

後処理

1. 1
   温度was refluxed for 3 hours
2. 2
   温度After cooling
3. 3
   ろ過Insoluble materials were filtered away with Celite (trade name of Johns-Manville Company)
4. 4
   乾燥the residue was dried over anhydrous magnesium sulfate
5. 5
   その他The drying agent was separated away
6. 6
   workup.DISTILLATIONthe solvent was carefully distilled away from the solution under reduced pressure
7. 7
   その他the residue was purified by silica gel chromatography (elution liquid: hexane)
8. 8
   workup.DISTILLATIONdistilled away the solvent under reduced pressure (boiling point: 100° C., 20 mmHg)

実験手順

The mixture of 2-fluoro-4-(3-methyl-3-hydroxy-1-butynyl)toluene (0.035 mol), sodium hydroxide (0.07 mol), and benzene 40 ml was refluxed for 3 hours. After cooling, water 40 ml was added and the mixture was thoroughly stirred. Insoluble materials were filtered away with Celite (trade name of Johns-Manville Company), and the residue was dried over anhydrous magnesium sulfate. The drying agent was separated away, the solvent was carefully distilled away from the solution under reduced pressure, the residue was purified by silica gel chromatography (elution liquid: hexane) and then distilled away the solvent under reduced pressure (boiling point: 100° C., 20 mmHg) to obtain cororless oily 2-fluoro-4-ethynyltoluene (0.014 mol).

出典