Methyl iodide → 3-Methoxythioanisole

HRID 724259

Reaktionsgleichung

Reaktionsgleichung von HRID 724259
CI.[CH3:3][O:4][C:5]1[CH:6]=[C:7]([SH:11])[CH:8]=[CH:9][CH:10]=1.[C:12](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:11][CH3:12])[CH:6]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 849893-Methoxybenzenethiol

Produkt 1

HCID 2811823-MethoxythioanisoleAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Methyl iodide (14.67 ml, 0.235 mol) was added dropwise to a solution of 3-methoxy-benzenethiol (30 g, 0.214 mol) and potassium carbonate (29.6 g, 0.214 mol) in acetone (400 ml) under nitrogen at 3° C. The reaction was allowed to warm to room temperature and the solvent was removed under reduced pressure. The residue was diluted with water (300 ml) and the aqueous layer was extracted with diethylether (3×200 ml). The combined organic extracts were dried over MgSO4 and the solvent was removed under reduced pressure to give 1-Methoxy-3-methylsulfanyl-benzene (32.87 g) as a pale yellow liquid.

Aufarbeitung

  1. customthe solvent was removed under reduced pressure
  2. additionThe residue was diluted with water (300 ml)
  3. extractionthe aqueous layer was extracted with diethylether (3×200 ml)
  4. dry with materialThe combined organic extracts were dried over MgSO4
  5. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-964d102472ee430686ec0e088d7065cf
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141586B2

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