Dimethyl Sulfate → 1-Methyl-4-phenylpyrrolidin-2-one

HRID 255911

Reaktionsgleichung

Reaktionsgleichung von HRID 255911
[C:1]1([CH:7]2[CH2:11][NH:10][C:9](=[O:12])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(OC)(O[CH3:17])(=O)=O.[OH-].[Na+]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:17][N:10]1[CH2:11][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][C:9]1=[O:12]

Komponenten

6

Edukt 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 1213974-Phenyl-2-pyrrolidinone

Produkt 1

HCID 124489631-Methyl-4-phenylpyrrolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 94433Tetrabutylammonium hydrogen sulfateKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
36 °C

Versuchsvorschrift

A mixture of 4-phenyl-pyrrolidin-2-one (32.2 g; 0.2 mole), dimethyl sulfate (37.8 g; 0.3 mole), tetrabutyl ammonium hydrogensulfate (3.4 g; 0.01 mole), 50% aqueous sodium hydroxide solution (100 ml) and toluene (200 ml) is stirred at 36° C. for 5 hrs. After cooling, the aqueous phase is decanted, extracted with methylene chloride, and combined with the toluene phase. The organic phase is washed with water, dried and evaporated. The residue is distilled: b.p.0.2 mm Hg =120° C. Yield: 79%.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe aqueous phase is decanted
  3. extractionextracted with methylene chloride
  4. washThe organic phase is washed with water
  5. customdried
  6. customevaporated
  7. distillationThe residue is distilled
  8. customb.p.0.2 mm Hg =120° C

Quellen und Nachweise

ORD-Eintrag
ord-63d01324ad06414e9de36045f1c7651d
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04699918

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