Hydrochloric Acid → 3'-Chloro-4'-fluoroacetophenone

HRID 635542

反応式

HRID 635542 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5](Cl)=[O:6].Cl[C:13]1C=CC=CC=1F.C(Cl)(=O)C.[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClC(Cl)=C(Cl)Cl.C(Cl)Cl.C(=S)=S>[CH3:13][C:5]([C:4]1[CH:8]=[CH:9][C:10]([F:11])=[C:2]([Cl:1])[CH:3]=1)=[O:6]

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 95831-Chloro-2-fluorobenzeneHCID 27365483-Chloro-4-fluorobenzoyl ChlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 5204223'-Chloro-4'-fluoroacetophenone収率 80%

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 6348Carbon Disulfide溶媒HCID 31373Tetrachloroethylene溶媒

実験手順

3-Chloro-4-fluorobenzoyl chloride is available via a multi-stage synthesis. According to Diep et al., J. Chem. Soc. [1963], 2784-2787, ortho-chlorofluorobenzene is initially reacted with acetyl chloride in the presence of large amounts of aluminum chloride in the presence of carbon disulfide, methylene chloride or tetrachloroethylene, the reaction mixture is decomposed with dilute hydrochloric acid, the organic phase is washed with aqueous sodium hydroxide, then with water, and dried over sodium sulfate, the solvent is evaporated, and the residue is subjected to fractional distillation at reduced pressure. This method gives 3-chloro-4-fluoroacetophenone in a yield of about 80%.

後処理

  1. washthe organic phase is washed with aqueous sodium hydroxide
  2. dry with materialwith water, and dried over sodium sulfate
  3. customthe solvent is evaporated
  4. distillationthe residue is subjected to fractional distillation at reduced pressure

出典と根拠

ORDレコード
ord-f9495f7508b342e992643886567fff12
出典データセット
uspto-grants-2001_02
特許番号
US06187952B1

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