Hydrochloric Acid → 2',5'-Dimethoxy-4'-methylacetophenone

HRID 844422

Reaktionsgleichung

Reaktionsgleichung von HRID 844422
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=1[CH3:19].Cl>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl>[CH3:18][O:17][C:14]1[CH:13]=[C:12]([CH3:19])[C:11]([O:10][CH3:9])=[CH:16][C:15]=1[C:5](=[O:7])[CH3:6]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 905522,5-DimethoxytolueneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 33909482',5'-Dimethoxy-4'-methylacetophenoneAusbeute 82,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5943Carbon TetrachlorideLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A suspension of 17.52 g of aluminium chloride in a mixture of 100 ml of CCl4 and 100 ml of DCM is cooled to +4° C. under nitrogen, and 10.4 g of acetyl chloride are added dropwise, followed by a solution of 20 g of 2,5-dimethoxytoluene in 20 ml of DCM. After stirring for 4 hours at +4° C., the reaction medium is poured onto ice to which a few ml of concentrated HCl have been added and the mixture is left stirring for 30 minutes. The phases are separated by settling, the aqueous phase is extracted with DCM and the combined organic phases are washed with aqueous 5% NaCO3 solution, dried over MgSO4 and evaporated. The product crystallizes, and is triturated from 150 ml of heptane, filtered off and then washed with heptane to give 21.03 g of the expected compound: m.p.=75-77° C.

Aufarbeitung

  1. temperatureis cooled to +4° C. under nitrogen
  2. additionhave been added
  3. waitthe mixture is left
  4. stirringstirring for 30 minutes
  5. customThe phases are separated
  6. extractionthe aqueous phase is extracted with DCM
  7. washthe combined organic phases are washed with aqueous 5% NaCO3 solution
  8. dry with materialdried over MgSO4
  9. customevaporated
  10. customThe product crystallizes
  11. customis triturated from 150 ml of heptane
  12. filtrationfiltered off
  13. washwashed with heptane

Quellen und Nachweise

ORD-Eintrag
ord-4dfb60828b9b45c59b2188ac4c1d9331
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380230B1

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