Potassium Hydroxide → Ethyl hydrogen diethylmalonate

HRID 1992100

Reaktionsgleichung

Reaktionsgleichung von HRID 1992100
[CH2:1]([O:3][C:4](=[O:15])[C:5]([CH2:13][CH3:14])([CH2:11][CH3:12])[C:6]([O:8]CC)=[O:7])[CH3:2].[OH-].[K+]>C(O)C>[CH2:1]([O:3][C:4]([C:5]([CH2:11][CH3:12])([CH2:13][CH3:14])[C:6]([OH:8])=[O:7])=[O:15])[CH3:2]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 66165Diethyl diethylmalonate

Produkt 1

HCID 13529198Ethyl hydrogen diethylmalonateAusbeute 72,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of diethyl-malonic acid diethyl ester (3.0 g, 13.89 mmol) and potassium hydroxide (0.778 g, 13.89 mmol) in ethanol (50 ml) was stirred at room temperature for 18 hrs. The solvent was evaporated off and the residue was dissolved in water (20 ml) and extracted with dichloromethane (20 ml). This organic layer was discarded. The aqueous layer was then acidified with concentrated HCl and extracted with dichloromethane (3×20 ml). The combined organic layers were dried over magnesium sulfate and concentrated to give a colorless oil (1.9 g, 72%). 1H NMR (300 MHz, methanol-d4) δ 4.17 (m, 2H), 1.89 (m, 4H), 1.25 (m, 3H), 0.83 (m, 6H). ES-LCMS m/z 188 (M+H).

Aufarbeitung

  1. customThe solvent was evaporated off
  2. dissolutionthe residue was dissolved in water (20 ml)
  3. extractionextracted with dichloromethane (20 ml)
  4. extractionextracted with dichloromethane (3×20 ml)
  5. dry with materialThe combined organic layers were dried over magnesium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-54634cb66a2a469281e8da2ff6187d78
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07645771B2

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