CN107488140B - A kind of synthetic method of N-ethylcarbazole - Google Patents
A kind of synthetic method of N-ethylcarbazole Download PDFInfo
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- CN107488140B CN107488140B CN201710938817.7A CN201710938817A CN107488140B CN 107488140 B CN107488140 B CN 107488140B CN 201710938817 A CN201710938817 A CN 201710938817A CN 107488140 B CN107488140 B CN 107488140B
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- carbazole
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
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Abstract
一种N‑乙基咔唑的合成方法,涉及N‑乙基咔唑。在N‑甲基吡咯烷酮溶剂中,将咔唑与去质子剂进行成盐反应,生成咔唑盐,继续通入乙炔反应后,得到N‑乙烯基咔唑;在生成的N‑乙烯基咔唑有机溶剂中,再加入Pd催化剂,在助剂中进行氢化反应,得到N‑乙基咔唑。优选了一系列特殊的催化剂,通过催化加氢工艺可以有效实现N‑乙基咔唑的绿色合成,减少三废排放。加氢过程中,催化剂可重复使用,降低成本。加氢工艺制备得到的N‑乙基咔唑产品质量更高。不需要传统烷基化试剂(硫酸二乙酯、碳酸乙酯、卤乙烷等)及有毒有机溶剂参与,无废液排放问题,是一条真正符合绿色清洁的生产工艺。A method for synthesizing N-ethylcarbazole relates to N-ethylcarbazole. In N-methylpyrrolidone solvent, salt-forming reaction of carbazole and proton-removing agent is carried out to generate carbazole salt, and N-vinylcarbazole is obtained after continuous feeding of acetylene; In the organic solvent, a Pd catalyst is added, and a hydrogenation reaction is carried out in an auxiliary agent to obtain N-ethylcarbazole. A series of special catalysts have been optimized, and the green synthesis of N-ethylcarbazole can be effectively realized through the catalytic hydrogenation process, and the emission of three wastes can be reduced. During the hydrogenation process, the catalyst can be reused to reduce costs. The N-ethylcarbazole product obtained by the hydrogenation process is of higher quality. No traditional alkylation reagents (diethyl sulfate, ethyl carbonate, ethyl halide, etc.) and toxic organic solvents are required, and there is no waste liquid discharge problem. It is a green and clean production process.
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CN107488140B true CN107488140B (en) | 2021-06-01 |
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CN110372569A (en) * | 2019-07-30 | 2019-10-25 | 厦门大学 | A method of preparing N- ethyl carbazole |
WO2023037236A1 (en) * | 2021-09-10 | 2023-03-16 | Gharda, Keki Hormusji | A process for the synthesis of carbazole and its derivatives |
CN116920828B (en) * | 2022-03-31 | 2025-06-20 | 北京大学 | A catalyst for dehydrogenation of 12H-N-ethylcarbazole and a preparation method thereof |
CN116874410B (en) * | 2023-09-08 | 2023-11-28 | 北京海望氢能科技有限公司 | Preparation method of N-alkyl carbazole |
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CN102115457B (en) * | 2011-03-05 | 2012-11-21 | 太原理工大学 | Preparation method of N-ethylcarbazole |
CN104130180A (en) * | 2014-07-25 | 2014-11-05 | 南通市华峰化工有限责任公司 | Method for preparing N-vinyl carbazole |
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Effective date of registration: 20230410 Address after: Room 4404, Building 4, Energy Materials Building, Xiang'an Campus, Xiamen University, Xiamen, Fujian Province, 361104 Patentee after: Fang Xiaoliang Address before: Xiamen City, Fujian Province, 361005 South Siming Road No. 422 Patentee before: XIAMEN University |
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Effective date of registration: 20230705 Address after: Room 101B, No. 866-9, Wuxian Road, Graphene New Material Industrial Park, Torch High tech Zone, Xiang'an District, Xiamen, Fujian 361000 Patentee after: Xiamen Jiahydrogen Technology Co.,Ltd. Address before: Room 4404, Building 4, Energy Materials Building, Xiang'an Campus, Xiamen University, Xiamen, Fujian Province, 361104 Patentee before: Fang Xiaoliang |