반응 #931191

반응 방정식

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

tosyl-methyl isocyanate

tBuOK

→

solid

수율 67.7%

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

수율 67.7%

용매

dimethylformamide

water

반응 조건

후처리

1. 1
   추출extracted with diethyl ether
2. 2
   세척The combined extracts were washed with water and brine
3. 3
   건조dried over MgSO4
4. 4
   여과filtered
5. 5
   농축concentrated to a solid which
6. 6
   기타was purified via flash chromatography on silica using 30% ethyl acetate/hexane as eluent

실험 절차

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).

출처