p-Anisoyl chloride → Aniracetam

HRID 1164298

Reaktionsgleichung

Reaktionsgleichung von HRID 1164298
[Na].[NH:2]1[CH2:6][CH2:5][CH2:4][C:3]1=[O:7].[CH3:8][O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](Cl)=[O:15])=[CH:12][CH:11]=1>CN(C)C=O>[CH3:8][O:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([N:2]2[CH2:6][CH2:5][CH2:4][C:3]2=[O:7])=[O:15])=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 7477p-Anisoyl chlorideHCID 120252-PyrrolidoneHCID 5360545Sodium

Produkt 1

HCID 2196Aniracetam

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

20.2 g. of the sodium salt of 2-pyrrolidinone (prepared using sodium hydride) suspended in 270 ml. of dimethylformamide are added in four portions at -10° C. to a solution of 37.0 g. of p-methoxybenzoyl chloride in 50 ml. of dimethylformamide. Subsequently, the mixture is stirred at room temperature for 1 hour and then at 40° C. for 4 hours. The solvent is evaporated and the residue is treated with diethyl ether and with cold sodium bicarbonate solution. The insoluble crystalline constituents are filtered off, washed with water and diethyl ether and dried in vacuo over phosphorus pentoxide. There is obtained 1-(p-methoxybenzoyl)-2-pyrrolidinone having a melting point of 120°-121° C.

Aufarbeitung

  1. waitat 40° C. for 4 hours
  2. customThe solvent is evaporated
  3. additionthe residue is treated with diethyl ether and with cold sodium bicarbonate solution
  4. filtrationThe insoluble crystalline constituents are filtered off
  5. washwashed with water and diethyl ether
  6. dry with materialdried in vacuo over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-369357618de14bff8fcf33a301d59d15
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04369139

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