Sodium hydride → 2-Nitro-6-(2-phenoxyethoxy)benzonitrile

HRID 259104

반응식

HRID 259104 반응식
[O:1]([CH2:8][CH2:9][OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[N+]([C:16]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[C:17]=1[C:18]#[N:19])([O-])=O>CS(C)=O>[N+:24]([C:20]1[CH:21]=[CH:22][CH:23]=[C:16]([O:10][CH2:9][CH2:8][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:17]=1[C:18]#[N:19])([O-:26])=[O:25]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 31236PhenoxyethanolHCID 520718Dinitrobenzonitrile

생성물 1

HCID 122648282-Nitro-6-(2-phenoxyethoxy)benzonitrile수율 99.7%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

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.

후처리

  1. customgiving
  2. customThe solvent is removed at 70°C. on a rotary evaporator
  3. customthe residue is triturated with water
  4. filtrationA solid is filtered off
  5. dissolutionit is dissolved in ethylacetate
  6. washThe ethylacetate solution is washed twice with H2O, brine
  7. dry with materialdried with calcium sulfate
  8. customEvaporation of the ethylacetate

출처 및 근거

ORD 기록
ord-5231937076ce4da885d7c6d317ea8722
출처 데이터셋
uspto-grants-1977_07
특허 번호
US04036837

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