Reaktion #931191

Reaktionsgleichung

1,4-Dioxa-spiro[4,5]decan-8-one

tosyl-methyl isocyanate

tBuOK

→

solid

Ausbeute 67.7%

1,4-Dioxa-spiro[4,5]decane-8-carbonitrile

Ausbeute 67.7%

Lösungsmittel

dimethylformamide

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with diethyl ether
2. 2
   WaschenThe combined extracts were washed with water and brine
3. 3
   Trocknendried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated to a solid which
6. 6
   Sonstigewas purified via flash chromatography on silica using 30% ethyl acetate/hexane as eluent

Vorschrift

To a solution of 1,4-Dioxa-spiro[4,5]decan-8-one (2.0 grams, 12.8 mmole) and tosyl-methyl isocyanate (5.0 grams, 25.6 mmole) in dimethylformamide (25 ml) at 0° C. was added 1.0 M tBuOK in tButanol (25.6 ml) and stirred at 0° C. for 1 hour and room temperature over night. The mixture was diluted with water and extracted with diethyl ether. The combined extracts were washed with water and brine, dried over MgSO4, filtered, and concentrated to a solid which was purified via flash chromatography on silica using 30% ethyl acetate/hexane as eluent to give a solid (1.45 g). MW 167.209; MS (m/e) 168 (M++1).

Quelle