1,3-Difluorobenzene → 2',4'-Difluoropropiophenone

HRID 1654179ノート

反応式

HRID 1654179 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:13](Cl)(=[O:16])[CH2:14][CH3:15]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([F:8])[CH:5]=[CH:6][C:7]=1[C:13](=[O:16])[CH2:14][CH3:15]

参加物

5

反応物 3

HCID 97411,3-DifluorobenzeneHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 1235862',4'-Difluoropropiophenone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a mixture of m-difluorobenzene (100 ml) and anhydrous aluminium chloride (114 g) was added dropwise, while stirring, propionyl chloride (66 ml), during 45 minutes. The mixture was then stirred for 2 hours on an oil bath of 50°-55° C. The reaction mixture was cooled, to which was added methylene chloride (300 ml). The resultant solution was added by portions to ice-water (11) while stirring. Methylene chloride layer was separated, and the aqueous layer was subjected to extraction twice with methylene chloride (60 ml). Methylene chloride layers were combined and washed with water (200 ml), followed by drying over anhydrous magnesium sulfate. The solvent was distilled off to leave 2',4'-difluoropropiophenone (111.4 g) as a pale yellow oily product. 1H-NMR (CDCl3) δ: 1.17~1.24(3H), 2.92~3.05(2H), 6.82~7.02(2H), 7.89~8.03(1H)

後処理

  1. additionwas added dropwise
  2. stirringThe mixture was then stirred for 2 hours on an oil bath of 50°-55° C
  3. temperatureThe reaction mixture was cooled, to which
  4. stirringwhile stirring
  5. customMethylene chloride layer was separated
  6. extractionthe aqueous layer was subjected to extraction twice with methylene chloride (60 ml)
  7. washwashed with water (200 ml)
  8. dry with materialby drying over anhydrous magnesium sulfate
  9. distillationThe solvent was distilled off

出典と根拠

ORDレコード
ord-f91dd30301354264a6114ebfa7533062
出典データセット
uspto-grants-1995_04
特許番号
US05405861

反応ノート

読み込み中…