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A method for synthesizing diphenylmethanol by catalytic hydrogenation of benzophenone

A technology of benzophenone and benzphenyl alcohol, which is applied in chemical instruments and methods, preparation of organic compounds, preparation of hydroxyl compounds, etc., can solve the problems of unrealizable benzyl alcohol process, low production capacity, and many wastes, etc., and achieve inhibition Effects of side reactions, improvement of hydrogenation activity, and avoidance of excessive hydrogenation

Active Publication Date: 2022-03-18
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The earliest production process of diphenylmethanol was zinc powder reduction, and then developed into aluminum powder reduction. These two methods have many wastes, low production capacity, poor quality and high energy consumption.
[0004] The catalytic hydrogenation process is a green synthesis process, but when benzophenone is hydrogenated to synthesize benzphenyl alcohol, it is often prone to excessive hydrogenation to form diphenylmethane, and the process of catalytic hydrogenation to synthesize benzphenyl alcohol has not been realized in industry

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Weigh 10g of activated carbon with a particle size of 1000 mesh and a specific surface area of ​​1500m 2 / g, the ash content is 3.5wt%, it is mixed with the slurry of temperature 25 ℃ in 100ml deionized water, slowly add 10ml of H 2 PdCl 4 solution (Pd content is 0.05g / ml), 10ml of Cu(NO 3 ) 2 solution (Cu content is 0.03g / ml), 10ml of SnCl 4 Solution (Sn content is 0.03g / ml), stirred for 0.5h; adjusted the pH value of the solution to 8 with 10wt% KOH solution, continued to stir for 0.5h, then lowered the temperature to room temperature, filtered, and washed the filter residue with deionized water until neutral Obtain a filter cake; then configure the filter cake into 80ml slurry at 80°C, add 0.9g of 85wt% hydrazine hydrate solution dropwise, stir for 2.5h, filter, wash the filter cake with deionized water until neutral, and vacuum at 100°C After drying for 2 hours, a 5%Pd-3%Cu-3%Sn / C catalyst is obtained.

Embodiment 2

[0029] Weigh 10g of activated carbon with a particle size of 800 mesh and a specific surface area of ​​800m 2 / g, the ash content is 1.2wt%, it is mixed with the slurry of temperature 100 ℃ in 100ml deionized water, and the Na of 10ml is slowly added dropwise 2 PdCl 4 solution (Pd content is 0.01g / ml), 10ml of Cu(NO 3 ) 2 solution (Cu content is 0.01g / ml), 10ml of SnCl 2 Solution (Sn content is 0.01g / ml), stirring for 2h; use 10wt% NaOH solution to adjust the pH value of the solution to 8.5, continue stirring for 2.5h, then lower the temperature to room temperature, filter, and wash the filter residue with deionized water until neutral; Then the filter cake was prepared into a 50ml slurry at 100°C, 14g of 40wt% formaldehyde was added dropwise, stirred for 0.5h, filtered, the filter cake was washed with deionized water until neutral, and vacuum dried at 90°C for 1h to obtain 1% Pd-1%Cu-1%Sn / C catalyst.

Embodiment 3

[0031] Weigh 10g of activated carbon with a particle size of 100 mesh and a specific surface area of ​​2000m 2 / g, the ash content is 3.0wt%, it is mixed with the slurry of temperature 40 ℃ in 100ml deionized water, slowly add 4ml of H 2 PdCl 4 solution (Pd content is 0.2g / ml), 4ml of CuCl 2 solution (Pd content is 0.1g / ml), 4ml of SnCl 4 Solution (Pd content is 0.1g / ml), stirred for 10h; adjusted the pH value of the solution to 9 with 10wt% ammonia water, continued to stir for 3h, then lowered the temperature to room temperature, filtered, and washed the filter residue with deionized water until neutral to obtain a filter cake ; Then the filter cake was configured into 100ml slurry at 20°C, 30g of 30wt% formic acid was added dropwise, stirred for 50h, filtered, the filter cake was washed with deionized water until neutral, and vacuum dried at 80°C for 10h to obtain 8% Pd-4%Cu-4%Sn / C catalyst.

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Abstract

The invention discloses a method for synthesizing benzphenyl alcohol by catalytic hydrogenation of benzophenone. The method is as follows: the method adopts a supported multi-component catalyst and adds a protective agent in the reaction system; the supported The multi-component catalyst is Pd-Cu-Sn / C, the carrier is activated carbon, the active component is Pd, and the additives are Cu and Sn, wherein the loading of Pd is 1-10wt%, and the loading of Cu is 1-5wt %, the load of Sn is 1-5wt%; the protective agent is sodium acetate. The method of the invention can improve the conversion rate of benzophenone and the selectivity of benzhydryl alcohol.

Description

(1) Technical field [0001] The invention relates to a method for synthesizing benzphenyl alcohol by catalytic hydrogenation of benzophenone. (2) Background technology [0002] Diphenylmethanol, also known as α-phenylbenzyl alcohol, is an important organic intermediate, mainly used in the synthesis of diphenhydramine (antihistamine), dimenhydrinate (antihistamine, Chengyunning) , cyclizine (antihistamine), diphenylraline (antihistamine), benzotropine (anticholinergic), modafinil (antidepressant), cinnarizine (vasodilator), Synthesis of drfenib (central nervous system stimulant) and other drugs. [0003] The synthesis of benzhydryl alcohol is mainly obtained through the reduction of benzophenone. The earliest production process of diphenylmethanol was zinc powder reduction, and then developed into aluminum powder reduction. These two methods have many wastes, low production capacity, poor quality and high energy consumption. The current production process is mainly the sodi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/145C07C33/24B01J23/89
CPCC07C29/145B01J23/8966C07C33/24
Inventor 张群峰周媛马磊卢春山丰枫李小年
Owner ZHEJIANG UNIV OF TECH
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