Benzyl Bromide → HCID 501233, Verbindung

HRID 1829733Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1829733
[SH:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CC(=O)CC>[C:16]1([CH2:15][S:1][C:2]2[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 178516238HCID 178516238, Verbindung

Produkt 1

HCID 501233HCID 501233, VerbindungAusbeute 65,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

To a mixture of 10.0 g of 2-mercapto-3-pyridinol, 11.0 g of potassium carbonate and 100 mL of 2-butanone was added dropwise with stirring, 13.3 g of benzyl bromide. After stirring at 22° C. for two hours, the mixture was heated to reflux for thirty minutes. The reaction mixture was concentrated under reduced pressure, the residue treated with water, and the mixture brought to pH 6 by the addition of acetic acid. The crude product was filtered and recrystallized from toluene to give 11.1 g of the title compound as a grey crystalline solid, mp 103–104° C. The structure of the product was confirmed by its 1H nmr and mass spectra.

Aufarbeitung

  1. additionwas added dropwise
  2. stirringAfter stirring at 22° C. for two hours
  3. temperaturethe mixture was heated
  4. temperatureto reflux for thirty minutes
  5. concentrationThe reaction mixture was concentrated under reduced pressure
  6. additionthe residue treated with water
  7. additionthe mixture brought to pH 6 by the addition of acetic acid
  8. filtrationThe crude product was filtered
  9. customrecrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-997956b4e4d94a9bb1e879853d7bf065
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07064139B2

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