Ethanol → 2-(2-Phenylethyl)malonic acid

HRID 356879

Reaktionsgleichung

Reaktionsgleichung von HRID 356879
[CH2:1]([CH2:8][CH:9]([C:15]([O:17]CC)=[O:16])[C:10]([O:12]CC)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.[OH-].[K+]>O>[CH2:1]([CH2:8][CH:9]([C:15]([OH:17])=[O:16])[C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 811191,3-Diethyl 2-(2-phenylethyl)propanedioate

Produkt 1

HCID 1012342-(2-Phenylethyl)malonic acidAusbeute 83,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The diethyl benzylmethylmalonate (75 g) was combined with 300 ml of ethanol and a solution of 100 g of potassium hydroxide in 300 ml of water and heated at gentle reflux for 5 hours. After cooling, the mixture was extracted with diethyl ether (2×300 ml). The aqueous layer was then acidified with 120 ml of concentrated hydrochloric acid and extracted with diethyl ether (3×300 ml). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated to yield 49.2 g of benzylmethylmalonic acid as a yellow solid (83% yield).

Aufarbeitung

  1. temperatureat gentle reflux for 5 hours
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted with diethyl ether (2×300 ml)
  4. extractionextracted with diethyl ether (3×300 ml)
  5. dry with materialThe combined organic extracts were dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-0a2fbfcfc22b47e7a8e3e26f12d967b1
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05840729

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