Reaktion #4384

Reaktionsgleichung

Tosyl chloride

3-hydroxy-5-hexyn-2-one

triethylamine

→

3-tosyloxy-5-hexyn-2-one

Ausbeute 55.3%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   Waschenthe mixture was washed with water
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Sonstigeevaporated in vacuo
5. 5
   SonstigeThe oily residue was purified by column chromatography on silica gel (60 g)

Vorschrift

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).

Quelle