Hydrochloric Acid → (2,5-Dichlorophenyl)(3-methylphenyl)methanone

HRID 264588

Reaktionsgleichung

Reaktionsgleichung von HRID 264588
[C:1]1([CH3:10])[CH:6]=[CH:5][CH:4]=[C:3]([C:7](Cl)=[O:8])[CH:2]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>CCOCC>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[C:7]([C:3]1[CH:4]=[CH:5][CH:6]=[C:1]([CH3:10])[CH:2]=1)=[O:8]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 46851,4-DichlorobenzeneHCID 743753-Methylbenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 18704036(2,5-Dichlorophenyl)(3-methylphenyl)methanoneAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of m-toluoyl chloride (22 g, 0.17 mol) and 1,4-dichlorobenzene (120 g, 0.82 mol) was heated to 100° C. in a flask. Aluminum chloride (60 g, 0.45 mol) was added in one portion. Hydrogen chloride started to evolve from the solution. The mixture was heated to 170° C. in 30 min. and stirred at this temperature for 3 hours. The resulting brownish solution was cooled to about 80° C. and poured onto ice. Ether (50 ml) was added. The organic layer was separated and distilled under vacuum after the removal of ether. The residue from distillation was recrystallized twice from hexane to give 20 g of white crystals (53%).

Aufarbeitung

  1. temperatureThe mixture was heated to 170° C. in 30 min.
  2. temperatureThe resulting brownish solution was cooled to about 80° C.
  3. additionpoured onto ice
  4. customThe organic layer was separated
  5. distillationdistilled under vacuum
  6. customafter the removal of ether
  7. distillationThe residue from distillation
  8. customwas recrystallized twice from hexane

Quellen und Nachweise

ORD-Eintrag
ord-176befe930104a05a03f456cc17ed77b
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646232

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