Water → 4-Fluoro-2-hydroxybenzonitrile

HRID 1172682

반응식

HRID 1172682 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 110299014-Fluoro-2-hydroxybenzonitrile수율 86%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b4c7196c276e4329ba54fdef7d63b620
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834030B2

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