(S)-1,1-dibenzyl 2-ethyl propane-1,1,2-tricarboxylate → (S)-2-(1-ethoxy-1-oxopropan-2-yl)malonic acid

HRID 1487174Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1487174
[CH:1]([C:19]([O:21]CC1C=CC=CC=1)=[O:20])([C:9]([O:11]CC1C=CC=CC=1)=[O:10])[C@@H:2]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH3:3]>CO.[Pd]>[CH2:7]([O:6][C:4](=[O:5])[C@H:2]([CH:1]([C:19]([OH:21])=[O:20])[C:9]([OH:11])=[O:10])[CH3:3])[CH3:8]

Komponenten

4

Edukt 1

HCID 86699671(S)-1,1-dibenzyl 2-ethyl propane-1,1,2-tricarboxylate

Produkt 1

HCID 86699672(S)-2-(1-ethoxy-1-oxopropan-2-yl)malonic acidAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To the solution of (S)-1,1-dibenzyl 2-ethyl propane-1,1,2-tricarboxylate (23 g, 0.06 mol) in methanol (500 mL) was added palladium on carbon (10%, 2 g), and then the mixture was stirred under an atmosphere of hydrogen at room temperature overnight. The catalyst was filtrated and the filtrate was concentrated under reduced pressure to afford the crude product (S)-2-(1-ethoxy-1-oxopropan-2-yl)malonic acid, which was purified by silica gel chromatography (10 g, yield 83%).

Aufarbeitung

  1. filtrationThe catalyst was filtrated
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f00957924cca487ab4b4d6a261d6ac4a
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428508B2

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