催化学报 ›› 2012, Vol. 33 ›› Issue (8): 1423-1426.DOI: 10.3724/SP.J.1088.2012.20341

• 研究论文 • 上一篇    下一篇

芳香硝基化合物原位液相加氢一锅法合成喹啉类化合物

顾辉子, 许响生, 陈傲昂, 严新焕*   

  1. 浙江工业大学绿色化学合成技术国家重点实验室培育基地, 浙江杭州 310014
  • 收稿日期:2012-04-20 修回日期:2012-06-15 出版日期:2012-08-01 发布日期:2012-08-01

In-Situ Liquid Phase Catalytic Hydrogenation for One-Pot Synthesis of Quinolines from Aromatic Nitro Compounds

GU Huizi, XU Xiangsheng, CHEN Ao’ang , YAN Xinhuan*   

  1. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou 310014, Zhejiang, China
  • Received:2012-04-20 Revised:2012-06-15 Online:2012-08-01 Published:2012-08-01

摘要: 以芳香硝基化合物为起始原料, 以 2%Pt-Sn/γ-Al2O3 为催化剂, 采用原位液相加氢法可以一锅法合成喹啉类化合物, 考察了 Pt/Sn 摩尔比、反应温度、原料浓度和水含量等对反应性能的影响. 结果表明, 在 Pt/Sn 摩尔比 0.5, 220 oC, 5.0 MPa, 原料浓度 6%, 水含量 30% 及反应物停留时间为 72 s 的条件下, 生成产物 6-甲氧基-2-甲基喹啉的收率可达 72%.

关键词: 铂, 锡, 氧化铝, 原位液相加氢, 芳香硝基化合物, 喹啉

Abstract: A new hydrogenation system was proposed for the synthesis of quinolines. Aromatic nitro compounds and ethanol/water solution were used as the starting materials, and Pt-Sn/γ-Al2O3 was the catalyst. The quinolines were synthesized by the one-pot method with an in-situ liquid phase hydrogenation system. The reaction results showed that the Pt/Sn molar ratio and the reaction conditions including temperature and the concentration of the substrate and water played an important role on the yield of the quinolines. When the Pt/Sn molar ratio was 0.5, under the conditions of 220 oC, 5.0 MPa, 6% substituted nitrobenzene concentration with 70% EtOH and 30% H2O solution, the total yield of 6-methoxyl-2-methyl quinoline reached 72.0%.

Key words: platinum, tin, aluminium oxide, in situ liquid phase hydrogenation, aromatic nitro compound, quinoline