Reacción #1509601

ord-849f9e6c180c423a86fdd24c6d74c100

Ecuación de reacción

Cn1ccnc1
1-Methylimidazole
OCC(O)CCl
3-chloro-1,2-propanediol
Cn1cc[n+](CC(O)CO)c1.[Cl-]
product
Rendimiento 100.2%
Cn1cc[n+](CC(O)CO)c1.[Cl-]
1-(2,3-Dihydroxypropyl)-3-methylimidazolium Chloride
Rendimiento 100.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrotransferred to a tared flask
  2. 2
    Concentraciónconcentrated

Procedimiento

1-Methylimidazole (8.21 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 residue was then dissolved in CH3OH, transferred to a tared flask and concentrated to afford the product as a viscous brown oil (19.3 g, 100%). 1H NMR: δH ppm (400 MHz; DMSO-d6) 3.19-3.29 (m, 1H) 3.36-3.48 (m, 1H) 3.77 (dd, J=6.78, 4.21 Hz, 1H) 3.87 (s, 3H) 4.10 (dd, J=13.74, 7.69 Hz, 1H) 4.32 (dd, J=13.74, 3.11 Hz, 1H) 5.13 (br. s., 1H) 5.53 (d, J=5.13 Hz, 1H) 7.72 (t, J=1.74 Hz, 1H) 7.74 (t, J=1.74 Hz, 1H) 9.18 (s, 1H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08926732B2uspto-grants-2015_01