Chloroacetonitrile → (4-Formyl-3,5-dimethyl-phenoxy)-acetonitrile

HRID 1514884노트

반응식

HRID 1514884 반응식
[OH:1][C:2]1[CH:9]=[C:8]([CH3:10])[C:5]([CH:6]=[O:7])=[C:4]([CH3:11])[CH:3]=1.Cl[CH2:13][C:14]#[N:15].C([O-])([O-])=O.[Cs+].[Cs+]>CC(C)=O>[CH:6]([C:5]1[C:4]([CH3:11])=[CH:3][C:2]([O:1][CH2:13][C:14]#[N:15])=[CH:9][C:8]=1[CH3:10])=[O:7]

참가 물질

5

반응물 3

HCID 7856ChloroacetonitrileHCID 10796Cesium carbonateHCID 5910722,6-Dimethyl-4-hydroxybenzaldehyde

생성물 1

HCID 86651260(4-Formyl-3,5-dimethyl-phenoxy)-acetonitrile

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 4-hydroxy-2,6-dimethyl-benzaldehyde (150 mg), chloroacetonitrile (0.1 mL), and Cs2CO3 (390 mg) in acetone (10 mL) was stirred at room temperature for 16 h. The mixture was concentrated, diluted with water, and extracted with EtOAc. The organic extracts were washed with brine, dried over Na2SO4, and concentrated in vacuo. Purification by column chromatography (SiO2, 3:1 hexane/EtOAc) gave (4-formyl-3,5-dimethyl-phenoxy)-acetonitrile.

후처리

  1. concentrationThe mixture was concentrated
  2. additiondiluted with water
  3. extractionextracted with EtOAc
  4. washThe organic extracts were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customPurification by column chromatography (SiO2, 3:1 hexane/EtOAc)

출처 및 근거

ORD 기록
ord-d05e4297aa99421583d029300f3f0d0a
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222248B2

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