Reacción #4384

Ecuación de reacción

Tosyl chloride

3-hydroxy-5-hexyn-2-one

triethylamine

→

3-tosyloxy-5-hexyn-2-one

Rendimiento 55.3%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   Lavadothe mixture was washed with water
3. 3
   Secadodried over magnesium sulfate
4. 4
   Otroevaporated in vacuo
5. 5
   OtroThe oily residue was purified by column chromatography on silica gel (60 g)

Procedimiento

Tosyl chloride (3.81 g) was added to a solution of 3-hydroxy-5-hexyn-2-one (2.24 g) and triethylamine (2.424 g) in methylene chloride (20 ml) under ice-cooling. After being stirred for 2.5 hours, the mixture was washed with water, dried over magnesium sulfate and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (60 g) using methylene chloride as an eluent to give an oil of 3-tosyloxy-5-hexyn-2-one (2.94 g).

Fuente