Hydrochloric Acid → 3',5'-Bis(tert-butyl)-4'-hydroxyacetophenone

HRID 467198

Reaktionsgleichung

Reaktionsgleichung von HRID 467198
[C:1](Cl)(=[O:3])[CH3:2].[C:5]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:10]=1[OH:19])([CH3:8])([CH3:7])[CH3:6].Cl>C(Cl)Cl>[CH3:16][C:15]([C:11]1[CH:12]=[C:13]([C:1](=[O:3])[CH3:2])[CH:14]=[C:9]([C:5]([CH3:8])([CH3:7])[CH3:6])[C:10]=1[OH:19])([CH3:18])[CH3:17]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 314052,6-Di-tert-butylphenol

Produkt 1

HCID 6162963',5'-Bis(tert-butyl)-4'-hydroxyacetophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-4 °C

Versuchsvorschrift

Under a nitrogen atmosphere, 6.89 ml of acetylchloride and 14.75 ml of stannic chloride were dissolved in 200 ml of methylene chloride and chilled to -4° C. To this was added 20 g of 2,6-di-t-butylphenol (in 100 ml of methylene chloride) over 10 minutes. The resultant mixture was stirred for 30 minutes at 0° C., then poured into a mixture of 400 ml of ice and 1N hydrochloric acid and stirred. The mixture separated into layers which were subsequently separated. The organic layer was washed with 100 ml of saturated sodium bicarbonate and 100 ml of brine. The organic layer was dried and the solvent evaporated to give 23.39 g of the desired subtitled intermediate.

Aufarbeitung

  1. customThe mixture separated into layers which
  2. customwere subsequently separated
  3. washThe organic layer was washed with 100 ml of saturated sodium bicarbonate and 100 ml of brine
  4. customThe organic layer was dried
  5. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ff85a1ec612344d1ae5eb437e7b6c67f
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05158966

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