Continuous niobium phosphate catalysed Skraup reaction for quinoline synthesis from solketal

作者：Jin, Jing; Guidi, Sandro; Abada, Zahra; Amara, Zacharias; Selva, Maurizio; George, Michael W.; Poliakoff, Martyn^*

来源：Green Chemistry, 2017, 19(10): 2439-2447.

DOI：10.1039/c6gc03140d

• GAS-PHASE DEHYDRATION
• LONG-LIFE CATALYST
• FREE TRANSESTERIFICATION
• GLYCEROL DEHYDRATION
• EFFECTIVE ACIDITY
• SCALE-UP
• CONVERSION
• ACROLEIN
• BIOMASS
• OXIDE

Solketal is derived from the reaction of acetone with glycerol, a by-product of the biodiesel industry. We report here the continuous reaction of solketal with anilines over a solid acid niobium phosphate (NbP), for the continuous generation of quinolines in the well-established Skraup reaction. This study shows that NbP can catalyse all the stages of this multistep reaction at 250 degrees C and 10 MPa pressure, with a selectivity for quinoline of up to 60%. We found that the catalyst eventually deactivates, most probably via a combination of coking and reduction processes but nevertheless we show the promise of this approach. We demonstrate here the application of our approach to synthesize both mono-and bis-quinolines from the commodity chemical, 4,4'-methylenedianiline.

• 出版日期2017-5-21
• 单位宁波诺丁汉大学