Acetic Acid → HCID 66898407, Verbindung

HRID 75492Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 75492
[C:1]([NH:4][CH:5]([C:11](=O)[CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=O)[CH3:2].[NH2:14][C:15]1C=[CH:19][CH:18]=[CH:17][CH:16]=1.C(O)(=O)C.C(#[N:29])CCC>>[CH3:2][C:1]1[N:29]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N:14]=2)[C:11]([CH3:12])=[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[N:4]=1

Komponenten

5

Edukt 4

HCID 176Acetic AcidHCID 6115Aniline2×HCID 8008ButyronitrileHCID 224840Ethyl 2-acetamido-3-oxobutanoate2×

Produkt 1

HCID 66898407HCID 66898407, VerbindungAusbeute 14 %

Versuchsvorschrift

To a solution of ethyl 2-acetamido-3-oxobutanoate (compound 10, 2.0 g, 10.6 mmol), aniline (compound 11b, 2.0 g, 21.3 mmol) in butyronitrile (15 mL) was added acetic acid (1.2 mL, 21.3 mmol) at room temperature. The reaction mixture was irradiated in a microwave reactor (Biotage Initiator™) for 40 minutes at 160° C. The mixture was concentrated under reduced pressure. The crude product was purified by preparative HPLC (purification system, Gilson) to provide the title compound (340 mg, 14%) as a brown oil.

Aufarbeitung

  1. customThe reaction mixture was irradiated in a microwave reactor (Biotage Initiator™) for 40 minutes at 160° C
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customThe crude product was purified by preparative HPLC (purification system, Gilson)

Quellen und Nachweise

ORD-Eintrag
ord-52a68b798fae441ea2d906e988d54bbc
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835436B2

Notizen zur Reaktion

Wird geladen…