Methyl 2-furoate → Methyl tetrahydrofuran-2-carboxylate

HRID 569925

Reaktionsgleichung

Reaktionsgleichung von HRID 569925
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH3:9])=[O:7]>CO.[Pd]>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([O:8][CH3:9])=[O:7]

Komponenten

4

Edukt 1

HCID 11902Methyl 2-furoate2×

Produkt 1

HCID 169922Methyl tetrahydrofuran-2-carboxylateAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Methyl furoate (75 g, 0.595 mole) was dissolved in MeOH (150 ml), and poured into a Parr bottle. Air was replaced with argon, and then 10% Pd/C (2.5 g) was added. The atmosphere was replaced with H2 and methyl furoate was hydrogenated at 40 psi for 48 hours. The reaction was filtered through celite pad, and the pad was washed with ether. The filtrate and the wash were combined and distilled to give the title compound (71 g, 0.546 mole, 59° C./5.1 mmHg, 92%) as a colorless liquid.

Aufarbeitung

  1. additionpoured into a Parr bottle
  2. filtrationThe reaction was filtered through celite pad
  3. washthe pad was washed with ether
  4. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-b6bad2c91bf244d1a8fcdf4e4b97bc17
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734424

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