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Toluene → ethyl N-ethoxycarbonylacetyl-3-ethylaminopropionate

HRID 1252278
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1252278
[CH2:1]([NH:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[C:11](=[O:14])([O-])[O-].[K+].[K+].[C:17]1(C)C=CC=CC=1.C([CH:26]([C:30](Cl)=[O:31])[C:27](Cl)=[O:28])C>O>[CH2:11]([O:14][C:30]([CH2:26][C:27]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:28])=[O:31])[CH3:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 1140TolueneHCID 11430Potassium CarbonateHCID 90223Ethyl N-ethyl-beta-alaninateHCID 109209242-Ethylpropanedioyl dichloride

Produkt 1

HCID 13784117ethyl N-ethoxycarbonylacetyl-3-ethylaminopropionateAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Versuchsvorschrift

To a mixture consisting of 45 g (0.30 mole) of ethyl 3-ethylaminopropionate, 37.3 g (0.27 mole) of potassium carbonate, 250 ml of toluene and 250 ml of water being stirred in an ice bath was added dropwise 67.7 g (0.45 mole) of ethylmalonyl chloride in 0.5 hour. Stirring was continued for further 3 hours at room temperature and the reaction mixture was subjected to phase separation. The toluene layer obtained was washed with a 5% aqueous HCl solution, a saturated aqueous sodium bicarbonate solution and a saturated aqueous NaCl solution in this order and then dried with anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove toluene, whereby 64.3 g of a desired product was obtained with an yield of 83%.

Aufarbeitung

  1. stirringStirring
  2. customthe reaction mixture was subjected to phase separation
  3. customThe toluene layer obtained
  4. washwas washed with a 5% aqueous HCl solution
  5. dry with materiala saturated aqueous sodium bicarbonate solution and a saturated aqueous NaCl solution in this order and then dried with anhydrous magnesium sulfate
  6. distillationThe resulting solution was subjected to vacuum distillation
  7. customto remove toluene

Quellen und Nachweise

ORD-Eintrag
ord-cc2e898d44f44a9ca85e13f8aaadc7e8
Quelldatensatz
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04742165

Notizen zur Reaktion

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