Hydrochloric Acid → 5-Oxo-2-pyrrolidinepropanoic acid o-chlorobenzyl ester

HRID 637997

Reaktionsgleichung

Reaktionsgleichung von HRID 637997
[CH2:1]1[CH:8]2[N:4]([C:5](=[O:9])[CH2:6][CH2:7]2)[C:3](=[O:10])[CH2:2]1.Cl.[Cl:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][OH:16]>C(OCC)C>[Cl:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][O:16][C:5](=[O:9])[CH2:6][CH2:7][CH:8]1[CH2:1][CH2:2][C:3](=[O:10])[NH:4]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 288102-Chlorobenzyl alcoholHCID 71893Rolziracetam

Produkt 1

HCID 155888725-Oxo-2-pyrrolidinepropanoic acid o-chlorobenzyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Five grams of dihydro-1H-pyrrolizine-3,5(2H,6H)-dione (III) are dissolved in 31 g of o-chlorobenzyl alcohol and 0.2 ml of concentrated hydrochloric acid is added. The solution is heated at 100° C. for 71 hours. The mixture is cooled and dissolved in 150 ml of anhydrous diethylether. The solution is cooled to induce crystallization and the resulting crystals are isolated by filtration. Recrystallization from toluene-diethyl ether yields 5-oxo-2-pyrrolidinepropanoic acid o-chlorobenzyl ester with a melting point of 99°-100° C.

Aufarbeitung

  1. temperatureThe mixture is cooled
  2. temperatureThe solution is cooled
  3. customcrystallization
  4. customthe resulting crystals are isolated by filtration
  5. customRecrystallization from toluene-diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-d3fb22833c244b4f8cadb28ef832cbb2
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04559358

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