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

HRID 54979

反応式

HRID 54979 の反応式
[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.[Al+3].[Cl-].[Cl-].[Cl-]>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]

参加物

5

反応物 3

HCID 6811Phthalic AnhydrideHCID 97411,3-DifluorobenzeneHCID 6451240Aluminum(III) Chloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 124181,1,1,2-Tetrachloroethane溶媒

反応条件

温度
90 °C

実験手順

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 AlCl3 (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.

後処理

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

出典と根拠

ORDレコード
ord-9dfdf2457ad44b3da7dfaf12bb026b40
出典データセット
uspto-grants-1997_04
特許番号
US05624922

関連ノート

読み込み中…