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A kind of synthetic method of n-ethylcarbazole

A technology of ethylcarbazole and synthesis method, applied in the direction of organic chemistry and the like, can solve the problems such as the difficulty of hydrogenation reduction of vinyl, and achieve the effects of high product quality, cost reduction, and reduction of three waste discharges

Active Publication Date: 2021-06-01
厦门嘉氢科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reason is mainly due to the strong electron transfer ability of the carbazole group, which makes the hydrogenation reduction of the vinyl group difficult.

Method used

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  • A kind of synthetic method of n-ethylcarbazole
  • A kind of synthetic method of n-ethylcarbazole

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Experimental program
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Effect test

Embodiment 1

[0024] In a 50ml glass pressure-resistant bottle, add 2g carbazole, 0.04g proton-removing agent KOH and 10ml N-methylpyrrolidone as a solvent, start stirring and raise the temperature to 80°C for a salt-forming reaction for 30 minutes to generate carbazole potassium salt, and then Pass through acetylene, react for 2.5 hours at 160°C under normal pressure, and obtain N-vinyl carbazole with a yield of 98.6%; in the next step, continue hydrogenation to generate N-ethyl carbazole, according to the catalyst and N-vinyl carbazole The molar concentration ratio of the azole substance is 1:2000, add Pd catalyst (support is MgO), pass 0.3MPaH 2 , hydrogenation reaction was carried out at 70°C for 3 hours to obtain N-ethylcarbazole with a yield of 98.8%.

[0025] The high performance liquid phase chromatogram of the intermediate product N-vinylcarbazole of the embodiment of the present invention 1 sees figure 1 , the high performance liquid chromatogram of the product N-ethylcarbazole o...

Embodiment 2

[0027] In a 50ml glass pressure-resistant bottle, add 2g carbazole, 0.08g proton-removing agent KOH and 10ml N-methylpyrrolidone as a solvent, start stirring and heat up to 80°C for a salt-forming reaction for 20 minutes to generate carbazole potassium salt, and then Pass through acetylene, react at 160°C and normal pressure for 5 hours, and obtain N-vinylcarbazole with a yield of 99.0%; in the next step, continue hydrogenation to generate N-ethylcarbazole, according to the catalyst and N-vinylcarbazole The molar concentration ratio of the substance is 1:2000, add Pd catalyst (support is MgO), pass 0.3MPaH 2 , hydrogenation reaction was carried out at 70°C for 3 hours to obtain N-ethylcarbazole with a yield of 98.7%.

Embodiment 3

[0029] In a 50ml glass pressure-resistant bottle, add 2g carbazole, 0.12g proton-removing agent KOH and 10ml N-methylpyrrolidone as a solvent, start stirring and raise the temperature to 80°C for a salt-forming reaction for 20 minutes to generate carbazole potassium salt, and then Pass through acetylene, react for 2.5 hours at 160°C under normal pressure, and obtain N-vinyl carbazole with a yield of 98.9%. The molar concentration ratio of the azole substance is 1:2000, add Pd catalyst (support is MgO), pass 0.3MPaH 2 , hydrogenation reaction was carried out at 70°C for 3 hours to obtain N-ethylcarbazole with a yield of 98.4%.

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Abstract

A kind of synthetic method of N-ethyl carbazole relates to N-ethyl carbazole. In N-methylpyrrolidone solvent, carbazole and proton-removing agent are carried out salt-forming reaction, generate carbazole salt, after continuing to pass through acetylene reaction, obtain N-vinyl carbazole; In the N-vinyl carbazole of generation In an 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 are 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 the cost. The N-ethylcarbazole product prepared by the hydrogenation process is of higher quality. It does not require the participation of traditional alkylation reagents (diethyl sulfate, ethyl carbonate, haloethane, etc.) and toxic organic solvents, and there is no problem of waste liquid discharge. It is a truly green and clean production process.

Description

technical field [0001] The invention relates to N-ethylcarbazole, in particular to a synthetic method of N-ethylcarbazole which is green and has no waste liquid discharge. Background technique [0002] N-Ethylcarbazole is used as an intermediate for dyes such as Qingguang Haichang Blue GC and Permanent Violet RL. Among them, Everlasting Violet RL, one of the downstream products, has high tinting strength and bright colors. Thanks to its excellent chemical properties such as heat resistance, light resistance, and migration resistance, it is widely used as a high-end pigment in coatings, rubber, synthetic fibers and plastics. industry etc. [0003] There are three main methods for industrial synthesis of N-ethylcarbazole: diethyl sulfate method, ethyl carbonate method and haloethane method. The diethyl sulfate method uses diethyl sulfate to ethylate carbazole to obtain N-ethyl carbazole. Diethyl sulfate has a strong alkylation ability, and the reaction conditions are moderat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/86
CPCC07D209/86
Inventor 郑南峰郑卫东秦瑞轩刘圣杰
Owner 厦门嘉氢科技有限公司
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