Acetic Anhydride → 5-Fluoro-3-methylbenzofuran

HRID 2091087

반응식

HRID 2091087 반응식
[C:1]([C:4]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:5]=1[O:6][CH2:7]C(O)=O)(=O)[CH3:2].C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O>[F:15][C:13]1[CH:12]=[CH:11][C:5]2[O:6][CH:7]=[C:1]([CH3:2])[C:4]=2[CH:14]=1

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 116585522-(2-Acetyl-4-fluorophenoxy)acetic acid

생성물 1

HCID 116798475-Fluoro-3-methylbenzofuran수율 91%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
110 °C

실험 절차

A mixture of (2-acetyl-4-fluorophenoxy)acetic acid (22.94 g) synthesized above, sodium acetate (44.38 g) and acetic anhydride (200 mL) was stirred at 110° C. for 15 hr. The reaction mixture was cooled to room temperature, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated. The residue was subjected to silica gel column chromatography (NH silica, hexane) to give the title compound (14.73 g, 91%) as a yellow oil.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-e1f6fea127ce47fc8c327c01ca8d7bba
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436043B2

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