Acetone → 2-(2-Hydroxyphenoxy)acetonitrile

HRID 267791

반응식

HRID 267791 반응식
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].Cl[CH2:10][C:11]#[N:12].C(=O)([O-])[O-].[K+].[K+].CC(C)=O>[OH-].[Na+]>[OH:2][C:1]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[O:4][CH2:10][C:11]#[N:12]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 289CatecholHCID 7856Chloroacetonitrile2회HCID 11430Potassium Carbonate2회

생성물 1

HCID 215539352-(2-Hydroxyphenoxy)acetonitrile

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

A mixture of catechol (11 g., 0.1 mole), chloroacetonitrile (5.3 g., 0.07 mole), finely powdered potassium carbonate (11.1 g., 0.08 mole) and acetone (75 ml.) is refluxed with stirring for 2 hours. The mixture then is treated with chloroacetonitrile (3.8 g., 0.05 mole) and potassium carbonate (7.6 g., 0.055 mole) and refluxed for 4 hours. The mixture is filtered, the solids washed with more acetone and the combined filtrate evaporated in vacuo to give an oil. The oil is dissolved in dilute sodium hydroxide solution, extracted with ether to remove 1,2-dicyanomethoxybenzene and the alkali solution acidified and extracted with ether. The extract is evaporated to dryness and the residue distilled in vacuo to give 2-(2-hydroxyphenoxy)acetonitrile.

후처리

  1. temperatureis refluxed
  2. temperaturerefluxed for 4 hours
  3. filtrationThe mixture is filtered
  4. washthe solids washed with more acetone
  5. customthe combined filtrate evaporated in vacuo
  6. customto give an oil
  7. extractionextracted with ether
  8. customto remove 1,2-dicyanomethoxybenzene
  9. extractionextracted with ether
  10. customThe extract is evaporated to dryness
  11. distillationthe residue distilled in vacuo

출처 및 근거

ORD 기록
ord-5d2dd9026d9f46e4b620291df65eff2a
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03944560

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