Carbon Dioxide → Phenylbenzylglyoxal

HRID 442413

Reaktionsgleichung

Reaktionsgleichung von HRID 442413
[C:1]1([C:7](=[O:17])[CH:8]2[O:10][CH:9]2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C)([O-])C.[K+].O.C(=O)=O>C(O)C>[C:1]1([C:7](=[O:17])[C:8](=[O:10])[CH2:9][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 280Carbon Dioxide2×HCID 962WaterHCID 92219Chalcone epoxideHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 11096234PhenylbenzylglyoxalAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To a boiling solution of 30 g 1,3-diphenyl-2,3-epoxy-1-propanone in 500 ml ethanol was rapidly added a hot solution of 30 g potassium t-butoxide in 500 ml ethanol. The mixture was kept boiling on a steambath for 2 minutes. It was then diluted with 3 l. water. The aqueous solution was saturated with carbon dioxide by the addition of small pieces of dry ice. The resulting emulsion was extracted with ether. The ether extracts were diluted with benzene, dried over sodium sulfate and evaporated under reduced pressure. The remaining dark oil was distilled in high vacuum to afford 19.5 g 1,3-diphenyl-1,2-propanedione; b.p. 136°-138°/0.1 mm.

Aufarbeitung

  1. additionIt was then diluted with 3 l
  2. extractionThe resulting emulsion was extracted with ether
  3. additionThe ether extracts were diluted with benzene
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. distillationThe remaining dark oil was distilled in high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-972728a6b5bd4f92b2f0a83fcfe80e4f
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04045487

Verknüpfte Notizen

Wird geladen…