Reaktion #579079

Reaktionsgleichung

1,4-dioxaspiro[4,5]decane-8-carbonitrile

hydrochloric acid

→

4-oxo-cyclohexanecarbonitrile

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed overnight
2. 2
   SonstigeThe acetone was removed by evaporation
3. 3
   ExtraktionThe aqueous phase was extracted with ethyl acetate three times
4. 4
   WaschenThe combined organic extracts were washed with water one time
5. 5
   Trocknendried over magnesium sulfate
6. 6
   FiltrationThe solution was filtered
7. 7
   Einengenconcentrated

Vorschrift

A solution of 1,4-dioxaspiro[4,5]decane-8-carbonitrile (15.86 g, 94.8 mmol) (prepared according to the procedure in Lucija Peterlin-Masic, Andreja Jurca, Petra Marrinko, Anita Jancar and Danijel Kikelj, Tetrahedron 2002, 58, 1557-1563), in a mixture of aqueous hydrochloric acid (2 N, 60 mL) and acetone (100 mL) was refluxed overnight. The acetone was removed by evaporation. The aqueous phase was extracted with ethyl acetate three times. The combined organic extracts were washed with water one time and then dried over magnesium sulfate. The solution was filtered and concentrated to yield 4-oxo-cyclohexanecarbonitrile as a colorless oil, which was used in the next reaction without purification.

Quelle