Chloroacetonitrile → 2-(4-Fluorophenoxy)acetonitrile

HRID 18801

反応式

HRID 18801 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:16][C:17]#[N:18]>CN(C=O)C.CCOC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:16][C:17]#[N:18])=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 7856ChloroacetonitrileHCID 97324-FluorophenolHCID 11430Potassium Carbonate

生成物 1

HCID 27830582-(4-Fluorophenoxy)acetonitrile収率 95.4%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

To a solution of 4-fluorophenol (560 mg, 5.0 mmol) in DMF (10 mL) is added potassium carbonate (828 mg, 6.0 mmol) followed by chloroacetonitrile (0.315 mL, 50.0 mmol). The reaction mixture is stirred and heated at 50° C. for 14 h. The reaction mixture is cooled to RT, diluted with EtOAc, and washed with water, brine, then dried (MgSO4), and filtered. The filtrate is evaporated, and the residue purified by chromatography on silica gel; elution with dichloromethane gives 721 mg of the product 388.

後処理

  1. temperatureThe reaction mixture is cooled to RT
  2. washwashed with water, brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customThe filtrate is evaporated
  6. customthe residue purified by chromatography on silica gel
  7. washelution with dichloromethane

出典と根拠

ORDレコード
ord-5225d5b0cbab47c99e8ebeaf194f62e9
出典データセット
uspto-grants-2010_06
特許番号
US07741493B2

関連ノート

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