3-Chloro-1,2-propanediol → HCID 178432779, compound

Participants

Reaction Steps

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).

Provenance & Evidence