Toluene → 1,3-Dimethyl-4,5-diphenylimidazolium iodide

反応式

[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:4]=[CH:3]1.[CH3:13][I:14].[C:15]1(C)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[I-:14].[CH3:1][N+:2]1[C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:4]([CH3:13])[CH:3]=1

参加物

反応物 3

HCID 1140Toluene

HCID 6328Methyl iodide2 回

HCID 27487821-methyl-4-phenyl-1H-imidazole

生成物 1

HCID 122768351,3-Dimethyl-4,5-diphenylimidazolium iodide収率 98%

実験手順

In a 25 ml one-necked flask, there is dissolved 0.240 g (1.024 mmol) of 1-methyl-4-phenylimidazole, which was obtained according to W. Collibee et al., Tetrahedron Letters (1985), 62(6), 1595-96, in 7 ml of toluene and then 100 μl of methyl iodide are added. After 15 days of heating under reflux while adding 100 μl of methyl iodide every day, the reaction medium is concentrated under reduced pressure. The residue is taken up in 50 ml of diisopropyl ether. The precipitate formed is drained, washed twice with 5 ml of diisopropyl ether, and then dried under reduced pressure. 0.370 g (98%) of 1,3-dimethyl-4,5-diphenylimidazolium iodide is thus obtained in the form of a pale yellow solid whose characteristics are the following: