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

HRID 635542
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HRID 635542 반응식
[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]
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참가 물질

9

반응물 5

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

생성물 1

HCID 5204223'-Chloro-4'-fluoroacetophenone수율 80%

시약·촉매·용매 3

HCID 6344Dichloromethane용매
HCID 6348Carbon Disulfide용매
HCID 31373Tetrachloroethylene용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-f9495f7508b342e992643886567fff12
출처 데이터셋
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06187952B1

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