Water → 4-Fluoro-2-hydroxybenzonitrile

HRID 1172682ノート

反応式

HRID 1172682 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:10]C)[CH:3]=1.[Cl-].[Cl-].[Cl-].[Al+3].O>ClC(Cl)C>[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([OH:10])[CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 27833294-Fluoro-2-methoxybenzonitrileHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 110299014-Fluoro-2-hydroxybenzonitrile収率 86%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

To a solution of 1 g of 4-fluoro-2-methoxy-benzonitrile in 15 mL of dichloroethane was added 1.1 g of aluminum trichloride. The resulting mixture was refluxed for 1 day then poured slowly into water and extracted with ethyl acetate. The organic extracts were washed twice with 10% aqueous solution of sodium hydroxide. The combined basic layers were washed twice with ethyl acetate, acidified with concentrated aqueous solution of hydrochloric acid and extracted three times with ethyl acetate. The combined organic extracts were washed with water, with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to give 0.78 g of 4-fluoro-2-hydroxy-benzonitrile as a white solid.

後処理

  1. temperatureThe resulting mixture was refluxed for 1 day
  2. extractionextracted with ethyl acetate
  3. washThe organic extracts were washed twice with 10% aqueous solution of sodium hydroxide
  4. washThe combined basic layers were washed twice with ethyl acetate
  5. extractionextracted three times with ethyl acetate
  6. washThe combined organic extracts were washed with water, with brine
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b4c7196c276e4329ba54fdef7d63b620
出典データセット
uspto-grants-2010_11
特許番号
US07834030B2

反応ノート

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