Acetic Acid → 3',4'-Dihydroxyacetophenone

HRID 1395101

Reaktionsgleichung

Reaktionsgleichung von HRID 1395101
C(O)(=O)C.Cl[CH2:6][C:7]([C:9]1[CH:10]=[C:11]([OH:16])[C:12](=[CH:14][CH:15]=1)[OH:13])=[O:8]>O.C(O)C.[Zn]>[C:7]([C:9]1[CH:10]=[C:11]([OH:16])[C:12](=[CH:14][CH:15]=1)[OH:13])(=[O:8])[CH3:6]

Komponenten

6

Edukt 2

HCID 176Acetic AcidHCID 668342-Chloro-3',4'-dihydroxyacetophenone

Produkt 1

HCID 145303',4'-Dihydroxyacetophenone

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23994ZincKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

400 ml of a mixture of 1:8 v/v glacial acetic acid in water was added in two portions to a stirred mixture of 35 g of 4-(chloroacetyl)catechol in 300 ml of ethanol. At 10-minute intervals, four 10 g portions of 90% zinc dust were added, the mixture being held below about 45° C. The mixture then was stirred for 2 hours at 30°-40° C. and allowed to stand over a weekend. The liquid phase was decanted and stripped to a quarter of its volume under reduced pressure. The residue was extracted with ether. The ether extract was washed with sodium bicarbonate solution. The solvent was evaporated. The solid residue was recrystallized from toluene to give 4-acetylcatechol (1A), mp: 118°-119° C.

Aufarbeitung

  1. custombeing held below about 45° C
  2. waitto stand over a weekend
  3. customThe liquid phase was decanted
  4. extractionThe residue was extracted with ether
  5. extractionThe ether extract
  6. washwas washed with sodium bicarbonate solution
  7. customThe solvent was evaporated
  8. customThe solid residue was recrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-3cdf5e18b8a5459786f5e3dee2f6db73
Quelldatensatz
uspto-grants-1980_05
Patentnummer
US04202818

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