Reaktion #73464

Reaktionsgleichung

1-(4-Fluoro-phenyl)-4-oxo-cyclohexanecarbonitrile

toluene

p-toluene sulfonic acid

→

desired product

8-(4-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane-8-carbonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was heated in a Dean-Stark apparatus for 6 h
2. 2
   Waschenwashed twice with saturated aqueous sodium bicarbonate solution and brine
3. 3
   Trocknendried over magnesium sulphate
4. 4
   Sonstigeevaporated to dryness

Vorschrift

15 g of 1-(4-Fluoro-phenyl)-4-oxo-cyclohexanecarbonitrile (12) were dissolved in 500 mL of toluene, then 900 mg of p-toluene sulfonic acid were added and the reaction mixture was heated in a Dean-Stark apparatus for 6 h. The mixture was allowed to cool to room temperature and washed twice with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and evaporated to dryness to yield 17.9 g of the desired product. Rt=1.47 min (Method 5). Detected mass: 262.2 (M+H+).

Quelle