Potassium Hydroxide → Methyl 3-amino-3-(3-nitrophenyl)prop-2-enoate

HRID 1722769

Reaktionsgleichung

Reaktionsgleichung von HRID 1722769
[NH2:1][C:2](=[C:12](C(OC)=O)[C:13]([O:15][CH3:16])=[O:14])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=1.[OH-].[K+]>CO.O>[NH2:1][C:2]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=1)=[CH:12][C:13]([O:15][CH3:16])=[O:14]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 9970879Dimethyl (alpha-amino-3-nitrobenzylidene)malonate

Produkt 1

HCID 69855994Methyl 3-amino-3-(3-nitrophenyl)prop-2-enoateAusbeute 52,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of dimethyl (α-amino-3-nitrobenzylidene)malonate (120 g) and potassium hydroxide in a mixture of methanol (1.2 l) and water(120 ml) was refluxed for 8 hours. The reaction mixture was concentrated under reduced pressure to a volume of 200 ml. The resulting crystals were collected by filtration and recrystallized from methanol to give methyl 3-amino-3-(3-nitrophenyl)acrylate (50.2 g).

Aufarbeitung

  1. temperaturewas refluxed for 8 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure to a volume of 200 ml
  3. filtrationThe resulting crystals were collected by filtration
  4. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-3feb2a6d20c44faf8253ec36e3219b0f
Quelldatensatz
uspto-grants-1989_08
Patentnummer
US04857527

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