反応 #651851

反応方程式

2-fluoro-4-iodotoluene

3-methyl-3-hydroxy-1-butyne

→

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

収率 70.0%

溶媒

diethylamine

反応条件

後処理

1. 1
   温度was refluxed for 5.5 hours
2. 2
   workup.DISTILLATIONDiethylamine was distilled away under reduced pressure
3. 3
   抽出the residue was extracted with diethylether
4. 4
   洗浄the extract was washed with water
5. 5
   workup.DISTILLATIONFrom the extract, diethylether was distilled away
6. 6
   その他the residue was purified by column chromatography (elution liquid: heptane-ethyl acetate)

実験手順

The mixture of 2-fluoro-4-iodotoluene (0.05 mol), 3-methyl-3-hydroxy-1-butyne (0.06 mol), tetrakis (triphenylphosphonium) palladium (0) 0.35 g, copper iodide 50 mg, and diethylamine 100 ml was refluxed for 5.5 hours. Diethylamine was distilled away under reduced pressure, the residue was extracted with diethylether, and the extract was washed with water. From the extract, diethylether was distilled away, the residue was purified by column chromatography (elution liquid: heptane-ethyl acetate) to obtain colorless oily 2-fluoro-4-(3-methyl-3-hydroxy-1-butynyl)toluene (0.035 mol).

出典