L-Ascorbic Acid → L-Gulonic acid, gamma-lactone

HRID 1835646

Reaktionsgleichung

Reaktionsgleichung von HRID 1835646
[O:1]=[C:2]1[O:8][C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[C:5]([OH:6])=[C:3]1[OH:4]>O.[Pd]>[CH2:11]([OH:12])[C@H:9]([OH:10])[C@H:7]1[O:8][C:2](=[O:1])[C@@H:3]([OH:4])[C@H:5]1[OH:6]

Komponenten

4

Edukt 1

HCID 54670067L-Ascorbic Acid

Produkt 1

HCID 439373L-Gulonic acid, gamma-lactoneAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of L-ascorbic acid (83.9 g, 0.477 mol) in water (600 mL) was added Pd/C (10%, 8.3 g). The mixture was subjected to hydrogenation in a Parr hydrogenator at 48 psi, 18° C. for 62 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo to afford L-gulonic γ-lactone (81.0 g, 96%) as an off-white solid, after drying at 50° C. in a vacuum oven for 18 hours: mp 182-184° C.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ed5efd345c154b1184155b9c3fdcd4bc
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06770778B2

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