Resorcinol → 1-(2,4-Dihydroxyphenyl)-2-methylpropan-1-one

HRID 646509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 646509
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].B(F)(F)F.CCOCC.[C:18](O)(=[O:22])[CH:19]([CH3:21])[CH3:20].CC([O-])=O.[Na+]>>[OH:2][C:1]1[CH:3]=[C:4]([OH:5])[CH:6]=[CH:7][C:8]=1[C:18](=[O:22])[CH:19]([CH3:21])[CH3:20]

Komponenten

5

Edukt 4

HCID 5054ResorcinolHCID 6590Isobutyric AcidHCID 8000Boron trifluoride etherateHCID 517045Sodium Acetate

Produkt 1

HCID 159157311-(2,4-Dihydroxyphenyl)-2-methylpropan-1-one

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

Resorcinol (1 eq) was taken up in BF3.OEt2 (6 eq) and isobutyric acid (1 eq) added. The solution was heated for 1.5 hours at 90° C. than allowed to cool to room temperature. The solution was added drop wise to 10% NaOAc (aq) and allowed to stand for 4 hours, before being extracted in to EtOAc. The organic phases were combined and washed with sat. NaHCO3 (aq), then dried over magnesium sulfate, filtered and concentrated in vacuo to give 1-(2,4-dihydroxy-phenyl)-2-methyl-propan-1-one as a red oil which was used without additional purification

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionbefore being extracted in to EtOAc
  3. washwashed with sat. NaHCO3 (aq)
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-629a491d9c504328bf566b1815872bd6
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07705027B2

Notizen zur Reaktion

Wird geladen…