Benzene → Acetyl Tributyl Citrate

HRID 2186543

Reaktionsgleichung

Reaktionsgleichung von HRID 2186543
[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[CH:14]1[CH:19]=[CH:18][CH:17]=CC=1.[CH2:20]([OH:22])[CH3:21].[OH-].[K+]>[Sn].C(OCCCC)(=O)C.C(O)CCC>[CH3:17][CH2:18][CH2:19][CH2:14][O:10][C:9]([CH2:8][C:3]([O:4][C:20]([CH3:21])=[O:22])([C:5]([O:7][CH2:14][CH2:19][CH2:18][CH3:17])=[O:6])[CH2:2][C:1]([O:13][CH2:1][CH2:2][CH2:3][CH3:5])=[O:12])=[O:11]

Komponenten

8

Edukt 4

HCID 241BenzeneHCID 311Citric AcidHCID 702EthanolHCID 14797Potassium Hydroxide

Produkt 1

HCID 6505Acetyl Tributyl Citrate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 5352426Tin atomKatalysatorHCID 2631-ButanolLösungsmittelHCID 31272Butyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

German Pat. No. 1 041 944 describes a process in which a citric acid ester is said to be prepared from a crude citric acid broth. Specifically, the authors describe a process for producing an ester of citric acid, in which a raw 30% citric acid broth is dehydrated with benzene and ethanol to a syrup. Butanol and butyl acetate, along with a tin catalyst, are added to the syrup and the mixture is heated to a temperature of 140-160° C., whereupon the reaction is halted with potassium hydroxide. The resulting reaction product is washed with sodium carbonate in water, and the crude mixture distilled. The authors report yielding acetyl tributyl citrate in the recovered material.

Aufarbeitung

  1. customThe resulting reaction product
  2. washis washed with sodium carbonate in water
  3. distillationthe crude mixture distilled

Quellen und Nachweise

ORD-Eintrag
ord-bae6427c73664c1d8c019b4c4dc77073
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06403825B1

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