Chloroacetonitrile → 4-Acetonylphenoxyacetonitrile

HRID 465441노트

반응식

HRID 465441 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:11])[CH3:10])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:19][C:20]#[N:21]>CC(C)=O>[CH2:8]([C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:19][C:20]#[N:21])=[CH:7][CH:6]=1)[C:9]([CH3:10])=[O:11]

참가 물질

5

반응물 3

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 70192744-Hydroxyphenylacetone

생성물 1

HCID 198745284-Acetonylphenoxyacetonitrile

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 4-hydroxyphenylpropan-2-one, ethylene ketal (4.7 g), potassium carbonate (3.5 g) and chloroacetonitrile (1.83 g) in acetone, was heated under reflux for 5 h, cooled, filtered, and treated with 2N hydrochloric acid (1 ml). The solution was allowed to stand at room temperature for 4 h, the solvent was evaporated in vacuo and the residue partitioned between ethylacetate and water. The organic layer was dried, (magnesium sulphate), filtered and evaporated. The residue was purified by column chromatography on silica using chloroform as eluent to give 4-acetonylphenoxyacetonitrile, (3.0 g)

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 5 h
  3. temperaturecooled
  4. filtrationfiltered
  5. additiontreated with 2N hydrochloric acid (1 ml)
  6. customthe solvent was evaporated in vacuo
  7. customthe residue partitioned between ethylacetate and water
  8. dry with materialThe organic layer was dried, (magnesium sulphate),
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue was purified by column chromatography on silica

출처 및 근거

ORD 기록
ord-c1e0f1d154514fb6a91aac39acd4190d
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05153210

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