Pyrrolidine → HCID 58980628, Verbindung

HRID 735795Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 735795
[C:1]([CH:5]([CH:8]=O)[CH:6]=O)([CH3:4])([CH3:3])[CH3:2].[CH3:10][NH:11][C:12](=[O:17])[CH2:13][N+:14]([O-:16])=[O:15].N1CCCC1>C(O)C>[C:1]([C:5]1[CH:6]=[C:13]([N+:14]([O-:16])=[O:15])[C:12](=[O:17])[N:11]([CH3:10])[CH:8]=1)([CH3:2])([CH3:3])[CH3:4]

Komponenten

5

Edukt 3

HCID 31268PyrrolidineHCID 574612tert-ButylpropanedialHCID 12512111N-Methylnitroacetamide

Produkt 1

HCID 58980628HCID 58980628, VerbindungAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-tert-butyl-malonaldehyde (385 mg, 3.00 mmol) and the above amide (355 mg, 3.00 mmol) dissolved in ethanol (6.0 mL) was added pyrrolidine (63 microL, 0.750 mmol). The mixture was heated at reflux for 18 h and concentrated in vacuo. Purification by silica-gel chromatography (75% ethyl acetate in hexanes) provided 5-tert-butyl-1-methyl-3-nitro-1H-pyridin-2-one (186 mg, 30%) as an orange solid.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 18 h
  3. concentrationconcentrated in vacuo
  4. customPurification by silica-gel chromatography (75% ethyl acetate in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-8d0332f72431433989774f59d4d0a633
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592332B2

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