反応 #63368

反応方程式

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

溶媒

N,N-dimethylformamide

N,N-dimethylformamide

N,N-dimethylformamide

反応条件

後処理

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

実験手順

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.

出典