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NiCl2 catalyzed 1-octylene transfer hydrogenation method under light irradiation mild condition

A technology for transfer hydrogenation and octene, applied in chemical instruments and methods, physical/chemical process catalysts, organic chemistry, etc., can solve the problem of high reaction temperature, achieve high safety, high added value, and small scale.

Inactive Publication Date: 2009-08-12
DALIAN UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most conventional catalytic transfer hydrogenation reactions require noble metal catalysts. Although a few catalytic transfer hydrogenation reactions can be completed under the catalysis of non-noble metals, the reaction temperature is still relatively high, or a strong base is required.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Place a 400W high-pressure mercury lamp inside a hollow interlayer quartz photoreactor, pass circulating water into the interlayer, and put the entire reactor into a constant temperature water bath; 2 Add 5mL of methanol solution into the quartz test tube, put the quartz test tube close to the outer wall of the photoreactor, replace the deoxygenation, and turn on the light source to irradiate the reaction solution for 24 hours at 20°C. The obtained product uses n-decane as the internal standard, and the product is subjected to GC and GC-MS analysis. The octane yield was 45% and the selectivity was 57% calculated by GC.

Embodiment 2

[0018] Place a 400W high-pressure mercury lamp inside a hollow interlayer quartz photoreactor, pass circulating water into the interlayer, and put the entire reactor into a constant temperature water bath; 2 Add 5mL of methanol solution into a quartz test tube, put the quartz test tube close to the outer wall of the photoreactor, replace and remove oxygen, and turn on the light source to irradiate the reaction solution at 60°C for 24 hours. The obtained product uses n-decane as the internal standard, and the product is subjected to GC and GC-MS analysis. The yield of octane calculated by GC was 69%, and the selectivity was 69%.

Embodiment 3

[0020] Place a 400W high-pressure mercury lamp inside a hollow interlayer quartz photoreactor, pass circulating water into the interlayer, and put the entire reactor into a constant temperature water bath; 2 Add 5mL of methanol solution of 200mmol / L tri-n-butylamine into the quartz test tube, put the quartz test tube close to the outer wall of the photoreactor, replace and remove the oxygen, and start the light source to irradiate the reaction solution for 24h at 20°C. The obtained product is decane Alkanes were used as internal standard, and the product was analyzed by GC and GC-MS. The yield of octane calculated by GC was 65%, and the selectivity was 70%.

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Abstract

The invention relates to a method of C=C bond catalysis transfer hydrogenation reaction, in particular to a method of NiCl2 catalysis 1-octylene transfer hydrogenation reaction under the condition of mild illumination. The method comprises: methanol solution containing 20-100m mol / L of 1-octylene and 5-15 m mol / L of NiCl2 catalyst is irradiated for 10-30h by a high-voltage mercury lamp of 100-400W at the temperature of 15-80 DEG C; if the reaction temperature is 15-25 DEG C, 50-300 m mol / L of tri-n-butylamine is added into the reaction system to improve the activity and selectivity of the reaction; if the reaction temperature is 26-80 DEG C, the tri-n-butylamine is not needed to be added. The method has mild reaction condition, is used for catalyzing simple commercial salt of non-noble metal, avoids using combustible hydrogen as hydrogen source, has high safety and is applicable to the synthesis of fine chemicals with small scale and high added value.

Description

Technical field: [0001] The invention relates to a method for catalytic transfer hydrogenation reaction of C=C bonds, in particular to a method for non-noble metal-catalyzed transfer hydrogenation reaction of 1-octene under light and mild conditions. Background technique [0002] The reduction of C=C bonds in unsaturated hydrocarbons, acids, esters and other compounds has a wide range of applications in the organic synthesis of fine chemicals, especially in the preparation of medicines, food additives, spices, etc. It plays an important role. Catalytic transfer hydrogenation is an effective means for reducing C=C bonds. Since the hydrogen source used is not hydrogen gas, but other polyatomic chemical substances containing hydrogen (such as alcohols, hydrocarbons, formic acid and its salts, etc.), its Compared with the hydrogenation process using hydrogen, the hydrogenation process has the advantages of high safety, low reaction temperature, low equipment requirements and hig...

Claims

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Application Information

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IPC IPC(8): C07C5/03C07C9/15B01J27/128
Inventor 贾颖萍尹静梅崔颖娜周广运高大彬武文涛
Owner DALIAN UNIVERSITY
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