Butyric Acid → 4-Butanoylresorcinol

HRID 2379171

Reaktionsgleichung

Reaktionsgleichung von HRID 2379171
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[C:9](O)(=[O:13])[CH2:10][CH2:11][CH3:12].Cl.[Cl-].[Na+].O>ClCCCl.[Cl-].[Cl-].[Zn+2]>[C:9]([C:6]1[CH:7]=[CH:8][C:1]([OH:2])=[CH:3][C:4]=1[OH:5])(=[O:13])[CH2:10][CH2:11][CH3:12]

Komponenten

6

Edukt 3

HCID 264Butyric AcidHCID 5054ResorcinolHCID 131718760Hydrochloric acid brine

Produkt 1

HCID 781034-Butanoylresorcinol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 111,2-DichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To a solution of resorcinol (1.5 g) and butyric acid (2.9 mL) in 1,2-dichloroethane (45 mL) was added ZnCl2 (3.22 g) and the mixture then heated at 150° C. under nitrogen for 5 hr. The reaction mixture was cooled, poured onto 1N HCl/brine and extracted (3x EtOAc). After washing with 0.1N K2CO3, then twice with brine, the organic layer was dried and evaporated. Chromatography of the residue (silica gel; hexane/EtOAc 2:1) afforded the title product as a solid.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted (3x EtOAc)
  3. washAfter washing with 0.1N K2CO3
  4. dry with materialtwice with brine, the organic layer was dried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-bf0c04924124472d9d82c72dd027406c
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05360815

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