Methyl iodide → HCID 56970590, Verbindung

HRID 639104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639104
[C:1]([CH:3]1[C:7](=[O:8])[CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4]1)#[N:2].[C:16]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[C:1]([C:3]1([CH3:16])[C:7](=[O:8])[CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4]1)#[N:2]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2756790tert-Butyl 3-cyano-4-oxopyrrolidine-1-carboxylate

Produkt 1

HCID 56970590HCID 56970590, VerbindungAusbeute 55,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 1,1-dimethylethyl 3-cyano-4-oxo-1-pyrrolidinecarboxylate (3.9 g, 18.6 mmol) in acetone (185 mL) were added K2CO3 (3.07 g, 22.3 mmol) and MeI (1.39 mL, 22.3 mmol). After 12 h at reflux, the solution was cooled and the solid precipitate filtered. The filtrate was then concentrated and the residue purified by column chromatography (silica, 0.5% MeOH in DCM (1% NH4OH)) affording the title compound (2.3 g, 55%) as a yellow oil: LCMS (ES) m/e 225 (M+H)+.

Aufarbeitung

  1. temperatureAfter 12 h at reflux
  2. temperaturethe solution was cooled
  3. filtrationthe solid precipitate filtered
  4. concentrationThe filtrate was then concentrated
  5. customthe residue purified by column chromatography (silica, 0.5% MeOH in DCM (1% NH4OH))

Quellen und Nachweise

ORD-Eintrag
ord-62e9588247544425984a50e68954d40b
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691850B2

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