反応 #1509605

ord-5c2a4c3ae50d4b0481af91973068939e

反応方程式

CCCCn1ccnc1
1-Butylimidazole
OCC(O)CCl
3-chloro-1,2-propanediol
CCCCn1cc[n+](CC(O)CO)c1.[Cl-]
product
収率 99.1%
CCCCn1cc[n+](CC(O)CO)c1.[Cl-]
1-(2,3-Dihydroxypropyl)-3-butylimidazolium Chloride
収率 99.1%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他transferred to a tared flask
  2. 2
    濃縮concentrated

実験手順

1-Butylimidazole (12.42 g, 100.0 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 (23.27 g, 92%). 1H NMR: δH ppm (400 MHz; DMSO-d6) 0.89 (t, 3 H) 1.17-1.31 (m, 2H) 1.69-1.83 (m, 2H) 3.19-3.28 (m, 1H) 3.37-3.46 (m, 1H) 3.78 (dd, J=7.05, 4.49 Hz, 1H) 4.12 (dd, J=13.83, 7.60 Hz, 1H) 4.20 (t, J=7.14 Hz, 2H) 4.33 (dd, J=13.74, 3.11 Hz, 1H) 5.16 (br. s., 1H) 5.56 (d, J=5.31 Hz, 1H) 7.78 (t, J=1.74 Hz, 1H) 7.83 (t, J=1.74 Hz, 1H) 9.30 (t, J=1.47 Hz, 1H).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08926732B2uspto-grants-2015_01