Butyric Acid → 4-Butanoylresorcinol

HRID 21568

Reaktionsgleichung

Reaktionsgleichung von HRID 21568
[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 (3×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 (3×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-5feac7a055d54d6b800611b7f2f7387e
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424320

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