Chloroacetonitrile → (2-Fluorophenoxy)acetonitrile

HRID 2053592

反応式

HRID 2053592 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].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][CH:5]=[CH:4][C:3]=1[O:8][CH2:16][C:17]#[N:18]

参加物

6

反応物 3

HCID 7856ChloroacetonitrileHCID 97072-FluorophenolHCID 11430Potassium Carbonate

生成物 1

HCID 15097545(2-Fluorophenoxy)acetonitrile収率 97.4%

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 2-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 736 mg of the product 384.

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-011a7db4d92e4865be2d7fefbac9b957
出典データセット
uspto-grants-2008_02
特許番号
US07326792B2

関連ノート

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