2-Methoxy-1,4-Naphthoquinone → 2-Methoxynaphthalene-1,4-diol

HRID 654847

Reaktionsgleichung

Reaktionsgleichung von HRID 654847
[CH3:1][O:2][C:3]1[C:4](=[O:14])[C:5]2[C:10]([C:11](=[O:13])[CH:12]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[H][H]>O1CCCC1.[Pd]>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([OH:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]=1[OH:14]

Komponenten

5

Edukt 2

HCID 168712-Methoxy-1,4-NaphthoquinoneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 125635442-Methoxynaphthalene-1,4-diol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 2-methoxy-1,4-naphthoquinone (20.0 g) in tetrahydrofuran (150 mL) was hydrogenated at atmospheric pressure over Pd-C (10%, 0.5 g) until the calculated amount of hydrogen was absorbed, approximately 4 hours. Filtering off the catalyst under an atmosphere of nitrogen gave a solution of the desired product, which was used as such without isolation of the product as the starting material in Examples 1, 2 and 3, infra. Alternatively, the solvent is removed under reduced pressure and the residue recrystallized from diethyl ether/pentane, affording 2-methoxy-1,4-dihydroxynaphthalene.

Aufarbeitung

  1. customwas absorbed, approximately 4 hours
  2. filtrationFiltering off the catalyst under an atmosphere of nitrogen

Quellen und Nachweise

ORD-Eintrag
ord-20da1a44278c47c0ae2d9953ff17eaea
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05134161

Verknüpfte Notizen

Wird geladen…