Diethyl Ether → Aniracetam

HRID 1164297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1164297
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][C:13]1=[O:17].C(OCC)C.C(N(CC)CC)C>O>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([N:12]2[CH2:16][CH2:15][CH2:14][C:13]2=[O:17])=[O:8])=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 7477p-Anisoyl chlorideHCID 8471TriethylamineHCID 120252-Pyrrolidone

Produkt 1

HCID 2196Aniracetam

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

40.0 g. of p-methoxybenzoyl chloride, 25.0 g. of 2-pyrrolidinone and 110 ml. of absolute diethyl ether are treated at between 0° C. and 10° C. while stirring with 52.5 ml. of triethylamine. The mixture is stirred at room temperature for a further 30 minutes and at reflux for 3 hours, then cooled down and treated at 2° C. with cold water. The insoluble constituents are filtered off under suction and washed with water and diethyl ether. The thus-obtained solid substance is recrystallized from alcohol after drying over phosphorus pentoxide. There is obtained 1-(p-methoxybenzoyl)-2-pyrrolidinone which melts at 121°-122° C.

Aufarbeitung

  1. stirringThe mixture is stirred at room temperature for a further 30 minutes
  2. temperatureat reflux for 3 hours
  3. temperaturecooled down
  4. filtrationThe insoluble constituents are filtered off under suction
  5. washwashed with water and diethyl ether
  6. customThe thus-obtained solid substance is recrystallized from alcohol
  7. dry with materialafter drying over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-1a43d27bdfd84eb1b13b1d407ee0facc
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04369139

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