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Diethyl Oxalate → Diethyl 2-butyl-3-oxobutanedioate

HRID 612435
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 612435
[C:1]([O:8][CH2:9][CH3:10])(=[O:7])[C:2]([O:4]CC)=O.CC[O-].[Na+].[Na].[C:16]([O:23][CH2:24][CH3:25])(=[O:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>O.C(O)C.CCOCC>[CH2:18]([CH:17]([C:2](=[O:4])[C:1]([O:8][CH2:9][CH3:10])=[O:7])[C:16]([O:23][CH2:24][CH3:25])=[O:22])[CH2:19][CH2:20][CH3:21]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 7268Diethyl OxalateHCID 31265Ethyl hexanoateHCID 2723922Sodium ethoxideHCID 5360545Sodium

Produkt 1

HCID 251159Diethyl 2-butyl-3-oxobutanedioate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittel
HCID 962
Water
Lösungsmittel
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

100 ml of ether, then 13.55 ml of diethyl oxalate were added to a solution of sodium ethylate prepared by stirring 2.3 g of sodium and 150 ml of ethanol at 40° C. for one hour. The mixture was refluxed for 15 minutes, cooled down slightly and 50 ml of ethyl caproate were added. The mixture was stirred at ref lux for 3 hours and at 30° C. to 35° C. for 16 hours. 50 ml of water were added and the aqueous phase was separated by decanting, washed twice with ether and acidified with 2N hydrochloric acid. Extraction was carried out 3 times with ether and the combined organic phases were washed with water, then with a saturated solution of sodium chloride, dried and evaporated to dryness to obtain 9.5 g of the desired product which was used as is for the following step.

Aufarbeitung

  1. customprepared
  2. temperatureThe mixture was refluxed for 15 minutes
  3. temperaturecooled down slightly
  4. customthe aqueous phase was separated
  5. customby decanting
  6. washwashed twice with ether
  7. extractionExtraction
  8. washthe combined organic phases were washed with water
  9. dry with materialwith a saturated solution of sodium chloride, dried
  10. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-222ce0c246ce4a3e85580fe6cd99ddac
Quelldatensatz
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06004979

Notizen zur Reaktion

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