Reaktion #1462117

ord-c3aeca193e994a63bdcf8639e98baea9

Reaktionsgleichung

O=C(CCl)N1CCCC1
N-(chloroacetyl)pyrrolidine
Cc1nccn1C
1,2-dimethylimidazole
CC#N
acetonitrile
Cc1n(CC(=O)N2CCCC2)cc[n+]1C.[Cl-]
white solid
Ausbeute 41.0%
Cc1n(CC(=O)N2CCCC2)cc[n+]1C.[Cl-]
3-[2-(1-pyrrolidinyl)-2-oxoethyl]-1,2-dimethylimidazolium chloride
Ausbeute 41.0%

Reaktionsbedingungen

Temperatur
110°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturheating
  2. 2
    workup.WAITto stand at room temperature overnight
  3. 3
    FiltrationThe product was recovered by filtration
  4. 4
    Waschenwashed with a mixture of tert-butyl methyl ether and acetonitrile (7:3 v/v, 50 mL)
  5. 5
    SonstigeThe crude product was recrystallized from a mixture of acetonitrile and tert-butyl methyl ether

Vorschrift

A mixture of N-(chloroacetyl)pyrrolidine (2.0 g, 13.55 mmol) and 1,2-dimethylimidazole (1.3 g, 13.5 mmol) were heated neat at 110° C. for 3 hours. To the reaction mixture was added acetonitrile (5 mL), and heating was continued for 20 minutes. Tert-butyl methylether (10 mL) was added, and the resulting mixture was allowed to stand at room temperature overnight. The product was recovered by filtration, and washed with a mixture of tert-butyl methyl ether and acetonitrile (7:3 v/v, 50 mL). The crude product was recrystallized from a mixture of acetonitrile and tert-butyl methyl ether to obtain 1.23 g (41%) of a white solid; mp 191–193° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07166625B2uspto-grants-2007_01