Ethyl Acetate → HCID 22993710, Verbindung

HRID 1167643Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1167643
[O:1]1[CH:5]=[C:4]([C:6]([O:8][CH3:9])=[O:7])[C:3]([C:10]([O:12][CH3:13])=[O:11])=[CH:2]1.C(OCC)(=O)C.[H][H]>CO.[Rh]>[O:1]1[CH2:5][CH:4]([C:6]([O:8][CH3:9])=[O:7])[CH:3]([C:10]([O:12][CH3:13])=[O:11])[CH2:2]1

Komponenten

6

Edukt 3

HCID 8857Ethyl AcetateHCID 303461Dimethyl furan-3,4-dicarboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 22993710HCID 22993710, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23948RhodiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Dimethyl 3,4-furandicarboxylate (5.20 g, 28.0 mmol) was combined with 5% Rhodium/C in methanol (30 mL) and ethyl acetate (10 mL) in a Parr shaker bottle. The reaction was charged to 50 psi hydrogen and was shaken for 8.5 h. The reaction was filtered over celite, concentrated in vacuo to give the dimethyl 3,4-tetrahydrofuran dicarboxylate (5.2 g, 100%) as an oil MS (M−CH3OH)+=156.

Aufarbeitung

  1. filtrationThe reaction was filtered over celite
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-aadcb005d49e4a66a8b059231910b2b0
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620823B2

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