Phthalic Anhydride → 2-(2,4-difluorobenzoyl)benzoic Acid

HRID 1769124

반응식

HRID 1769124 반응식
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=1>ClCC(Cl)(Cl)Cl>[F:12][C:13]1[CH:14]=[C:15]([F:19])[CH:16]=[CH:17][C:18]=1[C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[C:1]([OH:6])=[O:11])=[O:5]

참가 물질

4

반응물 2

HCID 6811Phthalic AnhydrideHCID 97411,3-Difluorobenzene

생성물 1

HCID 77303362-(2,4-difluorobenzoyl)benzoic Acid수율 75.3%

시약·촉매·용매 1

HCID 124181,1,1,2-Tetrachloroethane용매

반응 조건

온도
90 °C

실험 절차

To a mixture of phthalic anhydride (64.8 g, 438 mmol), tetrachloroethane (600 mL) and 1,3-difluorobenzene (100 g, 877 mmol) was added anhydrous A1C13 (141 g, 964 mmol) over 20 minutes while maintaining the reaction temperature below 40° C. The temperature was increased to 90° C. for 2 hours, the reaction mixture was cooled and poured into ice/6N HCl. The mixture was extracted with ether (2×1.2 L) and the combined ether extracts were dried over Na2SO4. The solvent was removed in vacuo and the residue was recrystallized from hot ethyl acetate to afford 86.5 g (75%) of 2-(2,4-difluorobenzoyl)benzoic acid, m.p. 129°-131 ° C.

후처리

  1. additionwas added anhydrous A1C13 (141 g, 964 mmol) over 20 minutes
  2. temperaturewhile maintaining the reaction temperature below 40° C
  3. temperaturethe reaction mixture was cooled
  4. extractionThe mixture was extracted with ether (2×1.2 L)
  5. dry with materialthe combined ether extracts were dried over Na2SO4
  6. customThe solvent was removed in vacuo
  7. customthe residue was recrystallized from hot ethyl acetate

출처 및 근거

ORD 기록
ord-329abcebce8c47f0b3dc4ed15ec655f8
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05380721

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