3,5-Dimethoxystyrene → Benzene, 1,3-dimethoxy-5-ethyl

HRID 1003949Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1003949
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH:6]=[CH2:7]>CO.C(OCC)(=O)C.[C].[Pd]>[CH3:12][O:11][C:9]1[CH:8]=[C:5]([CH2:6][CH3:7])[CH:4]=[C:3]([O:2][CH3:1])[CH:10]=1

Komponenten

5

Edukt 1

HCID 98152983,5-Dimethoxystyrene

Produkt 1

HCID 524877Benzene, 1,3-dimethoxy-5-ethylAusbeute 84,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

3,5-Dimethoxystyrene (8.29 g) is dissolved in a mixture of methanol (70 ml) and ethyl acetate (10 ml), and the mixture is subjected to catalytic hydrogenation with using 10% palladium-carbon (51.4% aqueous, 1.2 g) under atmospheric pressure. One hour thereafter, the catalyst is removed by filtration, and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate) to give 1,3-dimethoxy-5-ethylbenzene (7.07 g).

Aufarbeitung

  1. customOne hour thereafter, the catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-2699772df4f44ca88778c0773a3eadb0
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06048842

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