반응 #63368

반응 방정식

ethyl acetate hexane

sodium hydride

1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione

isobutyl iodide

→

3-isobutyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione

용매

N,N-dimethylformamide

N,N-dimethylformamide

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.ADDITIONare then added dropwise
2. 2
   기타The residue is partitioned between ethyl acetate and water
3. 3
   건조the organic phase is dried over magnesium sulphate
4. 4
   농축after concentration
5. 5
   기타by evaporation and purification by chromatography over silica gel in the system ethyl acetate/hexane 1:2
6. 6
   기타the product is obtained in the form of a solid

실험 절차

0.36 g of sodium hydride is added to a solution of 2.46 g of 1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione in 25 ml of N,N-dimethylformamide and the whole is stirred at room temperature for 30 minutes. 2.76 g of isobutyl iodide dissolved in 10 ml of N,N-dimethylformamide are then added dropwise thereto. When the reaction is complete, the reaction mixture is freed of N,N-dimethylformamide. The residue is partitioned between ethyl acetate and water, and the organic phase is dried over magnesium sulphate and, after concentration by evaporation and purification by chromatography over silica gel in the system ethyl acetate/hexane 1:2, the product is obtained in the form of a solid. Melting point 136°-137°. Rf (ethyl acetate/hexane 4:1)=0.6.

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