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Replacing HF or AlCl3 in the Acylation of Isobutylbenzene with Chloroaluminate Ionic Liquids
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2020-06-30 , DOI: 10.1021/acssuschemeng.0c03951
Rajkumar Kore 1 , Parasu Veera Uppara 2 , Robin D. Rogers 1
Affiliation  

The two most common commercial catalysts for the acylation of isobutylbenzene to produce the major ibuprofen intermediate 4-isobutylacetophenone are HF and AlCl3; however, both of these catalysts suffer from significant drawbacks including the stringent safety issues associated with using volatile/toxic HF and the requirement for additional processing for deacidification of AlCl3. Here, two chloroaluminate-based catalysts, the ionic liquid (IL) [HN222][Al2Cl7] ([HN222] = triethylammonium) and the liquid coordination complex (LCC, here an IL analog) AlCl3/O-NMPχAlCl30.6 (O-NMP = N-methyl-2-pyrrolidone), were investigated and found to be efficient in the acylation of isobutylbenzene. Of the tested catalysts, the LCC, which along with neutral species has both a Lewis acidic cation ([AlCl2(O-NMP)2]+) and anion ([Al2Cl7]), had the best catalytic performance (99% conversion with 96% selectivity).

中文翻译:

氯铝酸盐离子液体在异丁苯酰化中取代HF或AlCl 3

用于将异丁苯酰化以生产主要的布洛芬中间体4-异丁基苯乙酮的两种最常见的商业催化剂是HF和AlCl 3。然而,这两种催化剂都具有明显的缺点,包括与使用挥发性/有毒的HF相关的严格的安全性问题以及对AlCl 3脱酸的额外处理的要求。在这里,有两种基于氯铝酸盐的催化剂,离子液体(IL)[HN 222 ] [Al 2 Cl 7 ]([HN 222 ] =三乙铵)和液体配位络合物(LCC,在这里是IL类似物)AlCl 3 / O- NMPχ三氯化铝0.6(O-NMP = ñ-甲基-2-吡咯烷酮)被研究并发现在异丁苯的酰化中是有效的。在测试的催化剂中,LCC与中性物质同时具有路易斯酸性阳离子([AlCl 2(O-NMP)2 ] +)和阴离子([Al 2 Cl 7 ] -),具有最佳的催化性能( 99%的转化率和96%的选择性)。
更新日期:2020-07-20
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