Malonic Acid → diphenyl malonate

HRID 639690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639690
[C:1]([OH:7])(=[O:6])[CH2:2][C:3]([OH:5])=[O:4].[C:8]1(O)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.P(Cl)(Cl)(Cl)=O>O>[C:1]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])[CH2:2][C:3]([O:5][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 867Malonic AcidHCID 996PhenolHCID 24813Phosphorus oxychloride

Produkt 1

HCID 2783479diphenyl malonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Malonic acid (11 g, 106 mmol) was mixed with phenol (20 g, 212 mmol) at 0° C. under nitrogen and phosphorus oxychloride (11.5 mL, 123 mmol) was added dropwise to the solid mixture. The resulting mixture was stirred at 0° C. for 5 mins, and then heated at reflux for 5 h, causing the solid to melt and an orange solution to form. The reaction was cooled to room temperature, and then poured onto 100 mL water and extracted with diethyl ether (3×75 mL). The combined organics were washed with brine, dried over MgSO4, concentrated in vacuo to an orange oil of the title compound. (27 g, 99%).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 5 h
  3. customan orange solution to form
  4. temperatureThe reaction was cooled to room temperature
  5. extractionextracted with diethyl ether (3×75 mL)
  6. washThe combined organics were washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo to an orange oil of the title compound

Quellen und Nachweise

ORD-Eintrag
ord-be0d60113c824849893287499715a2ac
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691877B2

Notizen zur Reaktion

Wird geladen…