Dimethylformamide dimethyl acetal → 1-(3-Cyanophenyl)-3-(dimethylamino)acrolein

HRID 40924

Reaktionsgleichung

[C:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8])(=[O:3])[CH3:2].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[CH3:14][N:15]([CH3:17])/[CH:16]=[CH:2]/[C:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8])=[O:3]

Komponenten

Edukt 2

HCID 78373Dimethylformamide dimethyl acetal

HCID 802223-Acetylbenzonitrile

Produkt 1

HCID 57140731-(3-Cyanophenyl)-3-(dimethylamino)acrolein

Reaktionsbedingungen

Temperatur: 120 °C

Versuchsvorschrift

3-Acetylbenzonitrile (0.435 g, 0.00300 mol) and 1,1-dimethoxy-N,N-dimethylmethanamine (0.400 mL, 0.00301 mol) were combined and heated in sealed tube to 120° C. in the microwave for 15 min. The reaction was then allowed to cool to rt giving the 3-[(2E)-3-(dimethylamino)prop-2-enoyl]-benzonitrile as a red-orange crystalline material, LC/MS (M+H)+: 201.

Aufarbeitung

temperatureto cool to rt

Quellen und Nachweise

ORD-Eintrag: ord-4ead629fceab4ee8978a94f5b7d08d05
Quelldatensatz: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08530485B2

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