Reaktion #351700

Reaktionsgleichung

water

4-methyl-1-indanone

3-buten-2-ol

p-toluenesulfonic acid

→

(RS)-2-(2-buten-1-yl)-4-methyl-1-indanone

Ausbeute 67.0%

Lösungsmittel

2,2-dimethoxy-propane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONseparator filled with molecular sieve (0.4 nm, 2 mm pearl shaped)
2. 2
   EinengenThe reaction mixture was subsequently concentrated in a vacuum
3. 3
   Sonstigepurified by column chromatography on silica gel (hexane/diethyl ether 5:1)

Vorschrift

A solution of 13.0 g of 4-methyl-1-indanone, 19.2 ml of 3-buten-2-ol and 170 mg of p-toluenesulfonic acid in 170 ml of 2,2-dimethoxy-propane was boiled under reflux for 46 hours on a water separator filled with molecular sieve (0.4 nm, 2 mm pearl shaped). The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 5:1). 12.0 g (67%) of (RS)-2-(2-buten-1-yl)-4-methyl-1-indanone were obtained as a yellow oil.

Quelle