diethyl(2,2-dimethylpropylidene)propanedioate → diethyl(2,2-dimethylpropyl)propanedioate

HRID 1525470Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1525470
[CH3:1][C:2]([CH3:16])([CH3:15])[CH:3]=[C:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[H][H]>C(O)C.[Pd]>[CH3:15][C:2]([CH3:1])([CH3:16])[CH2:3][CH:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Komponenten

5

Edukt 2

HCID 251304diethyl(2,2-dimethylpropylidene)propanedioateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 250882diethyl(2,2-dimethylpropyl)propanedioate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

In 2-liter stainless steel pressure reactor, to a solution of 114 g (0.50 mol) of diethyl (2,2-dimethylpropylidene)malonate in 650 ml of ethanol 1.60 g of 10% Pd/C was added. Hydrogenation was carried at 5 atm of hydrogen gas for 6 h at 40° C. The following GC analysis showed that conversion of the starting material into the title product was almost quantitative. The reaction mixture was added to 1500 cm3 of cold water, and the product was extracted by 3×300 ml of dichloromethane. The combined organic extract was passed through short layer of silica gel 60 (40-63 um), evaporated in vacuum, and then used without an additional purification. Yield of the title material was almost quantitative.

Quellen und Nachweise

ORD-Eintrag
ord-658031ba4e4444d0ab195cee9195f5e4
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079985B2

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