Toluene → HCID 23154619, compound

Temperature

70 °C

An acetonitrile 2.0 mL solution of 1-allylimidazole (1.0 mL: 0.009 mol) was made, and allyl chloride (2.25 mL: 0.028 mol) was added dropwise thereto. Subsequently, this solution was heated at 70° C. and stirred for 24 hours. The acetonitrile was distilled off to give a pale brown viscous liquid. This was added dropwise to 150 mL of toluene, and a viscous liquid that separated out was recovered and dried. The same procedure was repeated once more. The viscous liquid thus obtained was made into an acetonitrile solution, active carbon that had been heated and vacuum-dried was added thereto, and stirring was carried out for about 48 hours. After the acetonitrile was distilled off, the viscous liquid was recovered with dichloromethane, and the solvent was distilled off. The 1,3-diallylimidazolium chloride thus obtained was a liquid at room temperature, the amount collected was 1.33 g (yield; 78.3%), the glass transition temperature (Tg) was −59.9° C., and the ionic conductivity at 30° C. was 0.0773 mS/cm. The results are given in Table 1. The structure was confirmed by 1H-NMR measurement. The results are shown below.

1. distillationThe acetonitrile was distilled off
2. customto give a pale brown viscous liquid
3. customa viscous liquid that separated out
4. customwas recovered
5. customdried
6. customThe viscous liquid thus obtained
7. temperaturehad been heated
8. customvacuum-dried
9. additionwas added
10. stirringstirring
11. waitwas carried out for about 48 hours
12. distillationAfter the acetonitrile was distilled off
13. customthe viscous liquid was recovered with dichloromethane
14. distillationthe solvent was distilled off

ORD record

ord-3ea711b450b04885894a5b6ef6f8e2ae

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07517999B2