Sodium bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate → bicyclo2.2.1heptane-2,3-dicarboxylic acid, disodium salt

HRID 991850

Reaktionsgleichung

Reaktionsgleichung von HRID 991850
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[CH:3]([C:8]([O-:10])=[O:9])[CH:2]2[C:11]([O-:13])=[O:12].[Na+:14].[Na+]>O.[Pd]>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([C:8]([O-:10])=[O:9])[CH:2]2[C:11]([O-:13])=[O:12].[Na+:14].[Na+:14]

Komponenten

4

Edukt 1

HCID 21908873Sodium bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

Produkt 1

HCID 21981355bicyclo2.2.1heptane-2,3-dicarboxylic acid, disodium salt

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of disodium bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate (10.0 g, from example 3) in water (100 g) was added 0.5 g palladium on activated carbon (5 wt %). The mixture was transferred into a Parr reactor and was subjected to hydrogenation (50 psi, room temperature) for 8 hours. The activated carbon was filtered out, and the water was removed in vacuo at 75° C. The resulting product was dried and milled (m.p >300° C.). NMR and IR analyses were consistent with that of the expected structure.

Aufarbeitung

  1. filtrationThe activated carbon was filtered out
  2. customthe water was removed in vacuo at 75° C
  3. customThe resulting product was dried
  4. custommilled (m.p >300° C.)

Quellen und Nachweise

ORD-Eintrag
ord-3ffb1cd47a4443caac22f2df302d16c5
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06465551B1

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