Acetic Anhydride → 1-Benzyl-3-acetamidopyrrolidine

HRID 1722084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1722084
[NH2:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:3]1.[C:14](OC(=O)C)(=[O:16])[CH3:15].[OH-].[Na+]>C(Cl)Cl>[C:14]([NH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:3]1)(=[O:16])[CH3:15]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 27566131-Benzyl-3-aminopyrrolidine

Produkt 1

HCID 41983391-Benzyl-3-acetamidopyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-Amino-1-benzylpyrrolidine [8.3 g, prepared by a method of G. C. Helsley et al., J. Med. Chem. 11, 1034 (1968)] was dissolved in methylene chloride (40 ml) and thereto acetic anhydride (5.3 g) was added dropwise with stirring under cooling with ice-water and the mixture was stirred for 1.5 hours. After addition of 2N sodium hydroxide (40 ml), the mixture was extracted with methylene chloride. The extract was washed with water and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure to give 3-acetylamino-1-benzylpyrrolidine (9.0 g) as oil.

Aufarbeitung

  1. stirringthe mixture was stirred for 1.5 hours
  2. extractionthe mixture was extracted with methylene chloride
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationby distilling off the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f066582dc1404881bae77d9826dce7f1
Quelldatensatz
uspto-grants-1989_08
Patentnummer
US04853469

Notizen zur Reaktion

Wird geladen…