Hydrochloric Acid → 2'-Hydroxy-4'-methylacetophenone

HRID 741824

Reaktionsgleichung

Reaktionsgleichung von HRID 741824
C([O:4][C:5]1[CH:6]=[C:7]([CH3:11])[CH:8]=[CH:9][CH:10]=1)(=O)C.[Al+3].[Cl-].[Cl-].[Cl-].Cl.[CH3:17][CH2:18][O:19]CC>>[CH3:11][C:7]1[CH:8]=[CH:9][C:10]([C:18]([CH3:17])=[O:19])=[C:5]([OH:4])[CH:6]=1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67406CresatinHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 813382'-Hydroxy-4'-methylacetophenone

Reaktionsbedingungen

Temperatur
165 °C

Versuchsvorschrift

To 50 g (0.33 mol) of 3-acetoxytoluene from Step 1 was added AlCl3 (60 g, 0.45 mol) and the resulting mixture was heated at 165° C. for 20 min., then cooled at 0° C. and HCl 1N was carefully added followed by Et2O. The aqueous phase was extracted 5× with ET2O and the combined organic phase wash washed with brine, dried over MgSO4 and evaporated. The residue was distilled under vacuum to give 42.2 (84%) of the title compound.

Aufarbeitung

  1. temperaturecooled at 0° C.
  2. extractionThe aqueous phase was extracted 5× with ET2O
  3. washthe combined organic phase wash
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. distillationThe residue was distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-08260e7c4ff442b39621bd32023313c1
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05552437

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