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Triethylamine → HCID 18963414, Verbindung

HRID 1975303
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1975303
[CH:1](=[C:8]1/[C:9](=[O:14])[CH2:10][C:11](=[O:13])[NH:12]/1)\[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15](Cl)(=[O:19])[CH2:16][CH2:17][CH3:18].C(N(CC)CC)C>ClCCl>[CH:1](=[C:8]1/[C:9]([O:14][C:15](=[O:19])[CH2:16][CH2:17][CH3:18])=[CH:10][C:11](=[O:13])[NH:12]/1)\[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 12619215HCID 12619215, Verbindung

Produkt 1

HCID 18963414HCID 18963414, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a suspension of 67.0 g of (Z)-5-benzylidene pyrrolidin-2,4-dione cooled to 0° C. in 670 ml of dichloromethane, 40.0 g of butyryl chloride and then 47.1 g of triethyl amine were added and the mixture was stirred another 5 minutes at 0° C. Then the mixture washed twice with 200 ml of 5 percent NaHCO3 solution each and then twice with 200 ml of 0.5M hydrochloric acid each. The aqueous phases were extracted separately with dichloromethane. The combined organic phases were dried on magnesium sulfate and concentrated by evaporation in a vacuum. The residue was recrystallized from 230 ml of toluene. The yield of the title compound was 67.25 g (73 percent of theory). The title compound had a melting point of 139.8° to 141.5° C. Other data concerning the title compound was:

Aufarbeitung

  1. washThen the mixture washed twice with 200 ml of 5 percent NaHCO3 solution each and then twice with 200 ml of 0.5M hydrochloric acid each
  2. extractionThe aqueous phases were extracted separately with dichloromethane
  3. customThe combined organic phases were dried on magnesium sulfate
  4. concentrationconcentrated by evaporation in a vacuum
  5. customThe residue was recrystallized from 230 ml of toluene

Quellen und Nachweise

ORD-Eintrag
ord-7258a5152a76441eb4c49e33d2043267
Quelldatensatz
uspto-grants-1994_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05286650

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