2-Benzyloxycarbonylmethyl-2-(pyrrol-1-yl)malonic acid diethyl ester → 2-Carboxymethyl-2-(pyrrol-1-yl)-malonic acid diethyl ester

HRID 256583

Reaktionsgleichung

Reaktionsgleichung von HRID 256583
[CH2:1]([O:3][C:4](=[O:27])[C:5]([CH2:16][C:17]([O:19]CC1C=CC=CC=1)=[O:18])([N:11]1[CH:15]=[CH:14][CH:13]=[CH:12]1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]>O1CCOCC1.[C].[Pd]>[CH2:1]([O:3][C:4](=[O:27])[C:5]([CH2:16][C:17]([OH:19])=[O:18])([N:11]1[CH:12]=[CH:13][CH:14]=[CH:15]1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Komponenten

4

Edukt 1

HCID 106193402-Benzyloxycarbonylmethyl-2-(pyrrol-1-yl)malonic acid diethyl ester

Produkt 1

HCID 108029052-Carboxymethyl-2-(pyrrol-1-yl)-malonic acid diethyl esterAusbeute 80,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 2-benzyloxycarbonylmethyl-2-(pyrrol-1-yl)malonic acid diethyl ester (80.0 g) in dioxane (150 ml) was hydrogenated over 10% palladium-carbon (500 mg) at 40° C. After the calculated amount of hydrogen was absorbed, the catalyst was filtered off and the filtrate was evaporated under reduced pressure. The residue was recrystallized from ethyl acetate/n-hexane to give the title compound (48.7 g, 80.2%) as colorless crystals, mp 93°-94° C.

Aufarbeitung

  1. customAfter the calculated amount of hydrogen was absorbed
  2. filtrationthe catalyst was filtered off
  3. customthe filtrate was evaporated under reduced pressure
  4. customThe residue was recrystallized from ethyl acetate/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-aaf7310e824b4202a08add87a34cb156
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05258382

Verknüpfte Notizen

Wird geladen…