Reacción #651851

Ecuación de reacción

2-fluoro-4-iodotoluene

3-methyl-3-hydroxy-1-butyne

→

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

Rendimiento 70.0%

Disolventes

diethylamine

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente