Methyl 2-oxopyrrolidine-3-carboxylate → 2-Oxopyrrolidine-3-carboxylic acid

HRID 1676346Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1676346
[O:1]=[C:2]1[CH:6]([C:7]([O:9]C)=[O:8])[CH2:5][CH2:4][NH:3]1.C[Si](C)(C)[O-].[K+]>C1COCC1>[O:1]=[C:2]1[CH:6]([C:7]([OH:9])=[O:8])[CH2:5][CH2:4][NH:3]1

Komponenten

4

Edukt 2

HCID 4738123Methyl 2-oxopyrrolidine-3-carboxylateHCID 23668039Potassium trimethylsilanolate

Produkt 1

HCID 134743702-Oxopyrrolidine-3-carboxylic acidAusbeute 41,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A flask was charged with methyl 2-oxopyrrolidine-3-carboxylate (500 mg, 3.49 mmol), potassium trimethylsilanolate (1344 mg, 10.48 mmol) and THF (10 mL). The reaction mixture was stirred at room temperature until the starting material had been consumed (overnight). Then HCl (20 mL, 2.0M in Et2O) was added and the mixture was stirred for 30 minutes. Then the mixture was filtered to remove the solid and the solvent was removed under reduced pressure to give the crude product (188.7 mg, 41.84%), which was used for next step without further purification.

Aufarbeitung

  1. customhad been consumed (overnight)
  2. additionThen HCl (20 mL, 2.0M in Et2O) was added
  3. stirringthe mixture was stirred for 30 minutes
  4. filtrationThen the mixture was filtered
  5. customto remove the solid
  6. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-804c4a792f2445f8af8aca901c5afa6f
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003662B2

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