Methylhydroquinone → Durohydroquinone

HRID 380775

Reaktionsgleichung

Reaktionsgleichung von HRID 380775
[CH3:1]C1C=C(O)C=CC=1O.CC1C(C)=C(C=CC=1O)O.[CH3:20][C:21]1[C:22]([OH:30])=[C:23]([CH3:29])[C:24]([CH3:28])=[C:25]([CH:27]=1)[OH:26]>[O-2].[O-2].[Mn+4].CO>[CH3:20][C:21]1[C:22]([OH:30])=[C:23]([CH3:29])[C:24]([CH3:28])=[C:25]([OH:26])[C:27]=1[CH3:1]

Komponenten

6

Edukt 3

HCID 7253Methylhydroquinone2×HCID 12785TrimethylhydroquinoneHCID 691002,3-Dimethylhydroquinone

Produkt 1

HCID 136346Durohydroquinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Into an autoclave (inner volume: 9 ml, made of SUS 316, equipped with a manometer) were charged 0.111 g of methylhydroquinone, 3.463 g of methanol and 4.6 mg of manganese dioxide (manufactured by High Purity Chemicals Co.). The reaction was started by elevating the temperature up to 350° C. with sand bath. The pressure during the reaction was 16 MPa. After 2 hours, the autoclave was quickly cooled and the reaction solution was taken out from the autoclave when the temperature was cooled back to the room temperature. The measurement according to the process described above revealed that the conversion of methylhydroquinone was 45% by mole, the selectivity of dimethylhydroquinone was 64% by mole, the selectivity of trimethylhydroquinone was 17% by mole and no tetramethylhydroquinone was produced. As byproducts, methyl ethers of dimethylquinone and trimethylquinone, represented by the formulae shown above, were formed with a selectivity of 6% and 2%, respectively.

Aufarbeitung

  1. customequipped with a manometer)
  2. customup to 350° C.
  3. temperaturethe autoclave was quickly cooled

Quellen und Nachweise

ORD-Eintrag
ord-533eb576f3e7470292d5e0346157de96
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303801B1

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