Aniline → Dimethyl 2-(Phenylamino)-2-butenedioate

HRID 1165598Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1165598
[CH3:1][O:2][C:3]([C:5]#[C:6][C:7]([O:9][CH3:10])=[O:8])=[O:4].[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(Cl)CCl>[C:12]1([NH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:3]([O:2][CH3:1])=[O:4])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

4

Edukt 2

HCID 6115AnilineHCID 12980Dimethyl acetylenedicarboxylate

Produkt 1

HCID 2797953Dimethyl 2-(Phenylamino)-2-butenedioate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of dimethylacetylenedicarboxylate (DMAD, 0.10 mol) in 50 mL of ethylene dichloride (EDC), is slowly added a solution of aniline (0.10 mol) in 15 mL of EDC. The temperature of the reaction mixture is maintained below 30° C. and stirring is continued for about one hour until the reaction is essentially complete. The EDC is then removed under vacuum to afford the dimethyl 3-phenylaminobut-2-ene-dioate.

Aufarbeitung

  1. temperatureThe temperature of the reaction mixture is maintained below 30° C.
  2. customThe EDC is then removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0179de4d8e8549c8b422a379b80d2a2d
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04910327

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