Diethyl Ether → HCID 19813408, Verbindung

HRID 467120

Reaktionsgleichung

Reaktionsgleichung von HRID 467120
[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=O)#[CH:2].[NH2:11]/[C:12](/[CH3:18])=[CH:13]\[C:14]([O:16][CH3:17])=[O:15].[C:19]([O:25][CH2:26][CH3:27])(=[O:24])[CH2:20][C:21]([CH3:23])=O.C(OCC)C>C(O)C>[CH2:26]([O:25][C:19]([C:20]1[CH:6]([C:5]2[CH:8]=[CH:9][CH:10]=[C:3]([C:1]#[CH:2])[CH:4]=2)[C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:18])[NH:11][C:21]=1[CH3:23])=[O:24])[CH3:27]

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 8868Ethyl AcetoacetateHCID 643918Methyl 3-aminocrotonateHCID 27716443-Ethynylbenzaldehyde

Produkt 1

HCID 19813408HCID 19813408, VerbindungAusbeute 68,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In 20 ml of ethyl alcohol was dissolved 1.95 g (15 mmol) of 3-ethynylbenzaldehyde. Thereto were added 1.73 g (15 mmol) of methyl 3-aminocrotonate and 1.95 g (15 mmol) of ethyl acetoacetate. The mixture was stirred with heating for 16 hours at 80° C. After completing the reaction, the reaction solution was concentrated. The obtained precipitate was washed with ether and then recrystallized from the mixture solution of n-pentane and diethylether (n-pentane: diethylether =3 : 1 (by volume, hereinafter the same)) to give 3.5 g of the desired compound as yellow needle crystals (yield: 70%).

Aufarbeitung

  1. customthe reaction
  2. concentrationthe reaction solution was concentrated
  3. washThe obtained precipitate was washed with ether
  4. customrecrystallized from the mixture solution of n-pentane and diethylether (n-pentane

Quellen und Nachweise

ORD-Eintrag
ord-06c94c4fe8a24e6bb687b4e6d64a558c
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05158963

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