Epoxides undergo smooth ring-opening with aryl amines in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF 4 ) or 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim]PF 6 ) ionic liquids under mild and neutral conditions to afford the corresponding b-amino alcohols in excellent yields with
The structure of acidified ionic liquid [emim]BF4 and its catalytic performance in the reaction for 4,4′-MDC synthesis
✍ Scribed by Xinqiang Zhao; Liyan Hu; Yanlou Geng; Yanji Wang
- Book ID
- 103834773
- Publisher
- Elsevier Science
- Year
- 2007
- Tongue
- English
- Weight
- 582 KB
- Volume
- 276
- Category
- Article
- ISSN
- 1381-1169
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✦ Synopsis
Acidified ionic liquid [emim]BF 4 (H + [emim]BF 4 ) was prepared and its structure was ascertained using 1 H NMR analysis and experimental verification. It was found that the cation of H + [emim]BF 4 is composed of a central immidazole molecule surrounded by a water layer in which excessive HBF 4 molecules are dissolved. H + [emim]BF 4 showed high catalytic performance in the condensation of methyl N-phenyl carbamate (MPC) and formaldehyde (HCHO) to methylene diphenyl dimethylcarbamate (4,4 -MDC). Under the suitable reaction conditions of 70 • C, molar ratio of MPC to HCHO = 4, weight ratio of H + [emim]BF 4 to MPC = 4, and reaction time 1.5 h, the yield and selectivity of 4,4 -MDC attained 71.7% and 71.9%, respectively. Besides, H + [emim]BF 4 could be reused for 4 runs after being treated by ultrasonic extraction with CHCl 3 and no significant catalytic activity loss was observed after the second run.
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