Hydrochloric Acid → 1-(4-Fluoro-3-methylphenyl)ethan-1-one

HRID 2118628Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2118628
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:8].[C:9](Cl)(=[O:11])[CH3:10].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(Cl)Cl>[CH3:8][C:3]1[CH:4]=[C:5]([C:9]([CH3:10])=[O:11])[CH:6]=[CH:7][C:2]=1[F:1]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 72412-FluorotolueneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 2893281-(4-Fluoro-3-methylphenyl)ethan-1-oneAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 50 grams (454 millimoles) of ortho-fluorotoluene and 42.8 grams (545 millimoles) of acetyl chloride was dissolved in 250 milliliters of methylene chloride, and then 72.7 grams (545 millimoles) of anhydrous aluminum chloride was gradually added thereto while cooling with ice and stirring. The resulting mixture was further stirred for 2 hours while cooling with ice. Then the reaction mixture was added to 1,200 milliliters of 5% hydrochloric acid, which was then allowed to separate into aqueous and organic layers. The organic layer thus obtained was washed with a 5% aqueous solution of sodium carbonate and dried over anhydrous sodium sulfate and, thereafter, the methylene chloride was distilled away under reduced pressure. Thus, as a product, 67.9 grams (446 millimoles) of 3-methyl-4-fluoroacetophenone was obtained (yield, 98%).

Aufarbeitung

  1. temperaturewhile cooling with ice
  2. stirringThe resulting mixture was further stirred for 2 hours
  3. temperaturewhile cooling with ice
  4. customto separate into aqueous and organic layers
  5. customThe organic layer thus obtained
  6. washwas washed with a 5% aqueous solution of sodium carbonate
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationthe methylene chloride was distilled away under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8d3833394a9245d38902afc875e91372
Quelldatensatz
uspto-grants-1987_07
Patentnummer
US04680054

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