Methyl iodide → 1-Methoxymethyloxy-2,3,4,5-tetramethoxybenzene

HRID 248558Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 248558
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[C:6]=1[OH:17].[C:18](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[C:7]([O:15][CH3:16])[C:6]=1[O:17][CH3:18]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 200957092-Methoxymethyloxy-4,5,6-trimethoxyphenol

Produkt 1

HCID 134955321-Methoxymethyloxy-2,3,4,5-tetramethoxybenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

11.5 g of 2-methoxymethyloxy-4,5,6-trimethoxyphenol prepared in Referential Example 12 and 23.0 g of potassium carbonate were suspended in 100 ml of DMF. The suspension was heated at 45° C. while stirring, and 5.2 ml of iodomethane was dropwise added thereto. After the completion of the dropwise addition, the mixture was heated for 30 min, cooled and separated by filtration. 1 l of water was added to the mother liquor, and the mixture was extracted with ethyl acetate. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent; n-hexane : ethyl acetate=85 : 15) to prepare 6.2 g of the product compound as a colorless oleaginous substance.

Aufarbeitung

  1. additionAfter the completion of the dropwise addition
  2. temperaturethe mixture was heated for 30 min
  3. temperaturecooled
  4. customseparated by filtration
  5. addition1 l of water was added to the mother liquor
  6. extractionthe mixture was extracted with ethyl acetate
  7. washThe organic phase was washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off
  10. customThe residue was purified by silica gel column chromatography (eluent; n-hexane : ethyl acetate=85 : 15)
  11. customto prepare 6.2 g of the product compound as a colorless oleaginous substance

Quellen und Nachweise

ORD-Eintrag
ord-e0a1f68cf8774c448a93bebdd1f00271
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05210239

Notizen zur Reaktion

Wird geladen…