반응 #346286

반응 방정식

2,6-dinitrobenzonitrile

sodium hydride

2-Phenoxyethanol

→

2-nitro-6(2-phenoxyethyoxy)-benzonitrile

수율 99.7%

용매

dimethylsulfoxide

dimethylsulfoxide

반응 조건

후처리

1. 1
   기타giving
2. 2
   기타The solvent is removed at 70°C. on a rotary evaporator
3. 3
   기타the residue is triturated with water
4. 4
   여과A solid is filtered off
5. 5
   workup.DISSOLUTIONit is dissolved in ethylacetate
6. 6
   세척The ethylacetate solution is washed twice with H2O, brine
7. 7
   건조dried with calcium sulfate
8. 8
   기타Evaporation of the ethylacetate

실험 절차

2-Phenoxyethanol (4.15 ml, 0.033 mole) is added to dimethylsulfoxy sodium prepared from 1.39 g of 57 percent sodium hydride and 40 ml dimethylsulfoxide, giving a mixture of the solid salt of the alcohol after about 20 minutes. This mixture is added to a solution of 5.8 g (0.030 mole) 2,6-dinitrobenzonitrile in 20 ml of dimethylsulfoxide at 30°-40°C., and the resulting purple solution is stirred over night at room temperature. The solvent is removed at 70°C. on a rotary evaporator, and the residue is triturated with water. A solid is filtered off and it is dissolved in ethylacetate. The ethylacetate solution is washed twice with H2O, brine, and dried with calcium sulfate. Evaporation of the ethylacetate, gives 8.5 g of 2-nitro-6(2-phenoxyethyoxy)-benzonitrile, which is crystallized from 200 ml ethyl alcohol, giving 6 g, m.p. 129°-137°C.

출처