Methyl 2-furoate → Methyl tetrahydrofuran-2-carboxylate

HRID 328914

Reaktionsgleichung

Reaktionsgleichung von HRID 328914
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH3:9])=[O:7].[H][H]>[Pd].CO>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([O:8][CH3:9])=[O:7]

Komponenten

5

Edukt 2

HCID 11902Methyl 2-furoateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 169922Methyl tetrahydrofuran-2-carboxylateAusbeute 89,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Methyl furoate (50.4 g.) is dissolved in 180 ml. of methanol. Thereafter 1 g. of 5 percent palladium-on-charcoal is added. This mixture is then hydrogenated at 1 to 3 atmospheres. After 45 hours 0.79 moles of hydrogen are consumed. The black mixture is then filtered through Celite using 50 ml. of methanol to wash the reaction flask and filter. Evaporation of the filtrate under reduced pressure at 40°-45° C. bath temperature yields 51 g. of a yellow oil which is thereafter distilled, collecting that fraction boiling at 32°-35° C. Thereby, methyl tetrahydrofuroate (46.7 g.) is prepared.

Aufarbeitung

  1. filtrationThe black mixture is then filtered through Celite
  2. washof methanol to wash the reaction flask
  3. filtrationfilter
  4. customEvaporation of the filtrate under reduced pressure at 40°-45° C. bath temperature
  5. customyields 51 g
  6. distillationof a yellow oil which is thereafter distilled
  7. customcollecting that fraction boiling at 32°-35° C

Quellen und Nachweise

ORD-Eintrag
ord-6a7068fa3e3549b0bb9e7dd859328fea
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04018803

Verknüpfte Notizen

Wird geladen…