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

HRID 1514884ノート

反応式

HRID 1514884 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d05e4297aa99421583d029300f3f0d0a
出典データセット
uspto-grants-2012_07
特許番号
US08222248B2

反応ノート

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