Water → 4-Acetyl-1-benzylpyrrolidin-2-one

HRID 1198608Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1198608
[CH2:1]([N:8]1[CH2:12][CH:11]([C:13](=[O:18])[CH2:14]C([O-])=O)[CH2:10][C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[Na+].O>CS(C)=O>[C:13]([CH:11]1[CH2:12][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9](=[O:19])[CH2:10]1)(=[O:18])[CH3:14]

Komponenten

5

Edukt 3

HCID 962WaterHCID 5234Sodium ChlorideHCID 19102755HCID 19102755, Verbindung

Produkt 1

HCID 100820724-Acetyl-1-benzylpyrrolidin-2-oneAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

A mixture of 3-(1-benzyl-2-oxopyrrolidin-4-yl)-3-oxopropanoate (24.0 g, 0.083 mole) and sodium chloride (10.6 g, 0.181 mole) in dimethylsulfoxide (105 mL)/water (4.4 mL) was heated at 135° with stirring for 16 hours. On cooling the reaction mixture was poured onto ice water (900 mL) and extracted with dichloromethane (800 mL). The organic phase was washed with water (4×500 mL) and dried (MgSO4). The solvent was removed under reduced pressure to give 4-acetyl-1-benzyl-2-pyrrolidinone (15.0 g, 83%) as a brown oil.

Aufarbeitung

  1. temperaturewas heated at 135°
  2. temperatureOn cooling the reaction mixture
  3. additionwas poured onto ice water (900 mL)
  4. extractionextracted with dichloromethane (800 mL)
  5. washThe organic phase was washed with water (4×500 mL)
  6. dry with materialdried (MgSO4)
  7. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fb770d900b0e4b18ad802b5fc0f1a253
Quelldatensatz
uspto-grants-1994_01
Patentnummer
US05281612

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