Reacción #90825

ord-ec93ca77e0d04cc08c1e1fb3ab5ab7ed

Ecuación de reacción

Cc1nccn1C
1,2-Dimethylimidazole
OCC(O)CCl
3-chloro-1,2-propanediol
Cc1n(C)cc[n+]1CC(O)CO.[Cl-]
solid
Rendimiento 100.0%
Cc1n(C)cc[n+]1CC(O)CO.[Cl-]
1-(2,3-Dihydroxypropyl)-2,3-dimethylimidazolium Chloride
Rendimiento 100.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGThe product was then stirred
  2. 2
    Filtraciónfiltered

Procedimiento

1,2-Dimethylimidazole (9.61 g, 100 mmol) and 3-chloro-1,2-propanediol (11.05 g, 100.0 mmol) were stirred in a 130° C. oil bath for 48 h, after which the flask was placed under vacuum and stirring continued at 130° C. for another 48 h. The product was then stirred in refluxing ether for 24 h and filtered to afford a brown solid (20.29 g, 100%). 1H NMR: δH ppm (400 MHz; DMSO-d6) 2.60 (s, 3H) 3.20-3.33 (m, 1H) 3.36-3.49 (m, 2H) 3.78 (s, 3H) 4.08 (dd, J=14.11, 7.88 Hz, 1H) 4.27 (dd, J=14.11, 3.11 Hz, 1H) 5.14 (t, J=5.50 Hz, 1H) 5.50 (d, J=5.68 Hz, 1H) 7.63 (d, J=2.01 Hz, 1H) 7.66 (d, J=2.20 Hz, 1H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09446348B2uspto-grants-2016_09