Methyl iodide → 1-Chloro-2-methoxy-3-methylbenzene

HRID 1042356Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1042356
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9].CI.[C:12]([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[O:9][CH3:12]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 68982-Chloro-6-methylphenolHCID 11430Potassium Carbonate

Produkt 1

HCID 134345771-Chloro-2-methoxy-3-methylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

2-Chloro-6-methyl-phenol (12.00 g, 84.20 mmol) was mixed with MeI (10.50 mL, 0.17 mol) and K2CO3 (17.40 g, 0.13 mol) in acetone in acetone and the resulting reaction mixture was refluxed for 14 hours. The reaction mixture was cooled to room temperature, and then concentrated. The residue was diluted with Et2O. The resulting solution was washed with H2O (3×150 mL) and brine (1×200 mL), then dried over MgSO4 and concentrated. Purification by column chromatography using hex:EtOAc (4:1) as the eluant afforded the title compound.

Aufarbeitung

  1. customthe resulting reaction mixture
  2. temperaturewas refluxed for 14 hours
  3. concentrationconcentrated
  4. additionThe residue was diluted with Et2O
  5. washThe resulting solution was washed with H2O (3×150 mL) and brine (1×200 mL)
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customPurification by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7988336ac1e94ff799bc3e16e2a1a0da
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557853B2

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