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Method for synthesizing diaryl ketone compound

A diaryl ketone and synthesis method technology, which is applied in the field of catalytic substitution of benzene and benzoic acid to synthesize diaryl ketone compounds, can solve the problem of difficult control of active component load, large difference in catalytic activity, and target product yield. No high-level problems, easy to handle and store, easy post-processing, and low cost

Inactive Publication Date: 2011-01-12
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Ionic liquids are both catalysts and solvents in the acylation reaction, overcoming the use of excess AlCl in traditional synthetic methods 3 Disadvantages of the catalyst, but its expensive, industrial application is limited
Chinese patent CN200810061042.0 has reported cheap iron-based solid super acid (SO 4 2- / Fe 2 o 3 ) catalysis has prepared high-purity 4,4'-dihydroxybenzophenone, but the preparation process of this type of solid superacid is complicated and the yield of the target product is not high
Although this method realizes the recycling of the catalyst, the method is carried out in an autoclave and requires a long reaction time
CN 200910306655.0 provides that under mild reaction conditions, the target benzophenone compound is catalyzed by a montmorillonite-supported Lewis acid catalyst. Although the catalyst is easy to separate and recycle, the preparation process of this supported Lewis acid catalyst is cumbersome , the loading of active components is not easy to control, resulting in a large difference in catalytic activity

Method used

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  • Method for synthesizing diaryl ketone compound
  • Method for synthesizing diaryl ketone compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: Catalyst P 2 o 5 / SiO 2 preparation of

[0026] Commercially available 200-mesh silica gel was taken and dried at a constant temperature at 120°C for 24 hours in advance. Weigh 10g of silica gel in a 100mL round-bottomed flask, quickly weigh 10g of phosphorus pentoxide and mix it with silica gel, and mix well with a glass rod. After 5 minutes, a uniform white powder is obtained. Activate for 1 hour under the condition of heating in a furnace at 120°C, and finally get The P 2 o 5 / SiO 2 Catalyst, Catalyst is stored in a sealed dry glass bottle.

Embodiment 2

[0027] Example 2: Catalyst P 2 o 5 / Al 2 o 3 preparation of

[0028] Commercially available Al 2 o 3 , screen 100 meshes and dry at 120°C for 24 hours in advance, weigh 10g into a 100mL round bottom flask, quickly weigh 10g of phosphorus pentoxide and mix it with silica gel, mix well with a glass rod, and get a uniform white powder after 5 minutes. After activating for 1 hour at 120°C furnace temperature, the P 2 o 5 / Al 2 o 3 Catalyst, Catalyst is stored in a sealed dry glass bottle.

Embodiment 3

[0029] Embodiment 3: the preparation of 4-methylbenzophenone

[0030] Add benzoic acid (1.22g, 0.01mol), toluene (32.8mL, 0.3mol) and P 2 o 5 / SiO 2 Catalyst (4g), under the condition of reflux at 110 ℃, TLC tracking detection until the reaction is complete, the reaction time is 3 hours, after cooling to room temperature, suction filtration, recovery catalyst, the filtrate is extracted and separated with a separatory funnel, the organic layer is separated, added to qs. 10% (w / w) NaHCO 3 solution, filtered, and the organic layer was washed with anhydrous Na 2 SO 4 Drying, solvent removal under reduced pressure, obtain white crystal, obtain needle-like solid 1.39g after 10% (v / v) aqueous ethanol recrystallization, yield (in benzoic acid) is 71%, melting point 55-57 ℃ ( Literature value 53-57°C).

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Abstract

The invention discloses a method for synthesizing a diaryl ketone compound. Benzoic acid is taken as an acylation reagent; substituted benzene is subjected to Friedel-Crafts acylation reaction under the action of a solid acid catalyst, after the reaction is finished, the product is separated and purified to obtain the diaryl ketone compound, and then the solid acid catalyst is recovered; the solid acid catalyst is porous oxide loaded phosphorus pentoxide; and a carrier porous oxide of the solid acid catalyst is solid silica gel or aluminum oxide. The catalyst has the characteristics of high selectivity, high activity, easy regeneration and recycling, capacity of reducing waste discharge, and light pollution on the environment. The preparation method has the advantages of low cost, simple operation and industrial application value.

Description

(1) Technical field [0001] The invention relates to a method for synthesizing diaryl ketone compounds, in particular to a method for catalytically substituting benzene and benzoic acid to synthesize diaryl ketone compounds. (2) Background technology [0002] Diaryl ketone compounds are important chemical products and intermediates, widely used in the fields of medicine, pesticides, dyes, plastics, coatings, daily chemicals and electronic chemicals. The traditional synthesis method mainly uses aluminum trichloride to catalyze the reaction of substituted benzene and substituted benzoyl chloride to directly synthesize diaryl ketone compounds. This reaction has the advantages of high reactivity and high yield per pass, but has disadvantages such as poor selectivity, large amount of catalyst used, difficulty in complexing and separating from products, and discharge of a large amount of waste acid to pollute the environment. With the enhancement of people's awareness of environme...

Claims

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Application Information

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IPC IPC(8): C07C45/46C07C49/784C07C49/84B01J27/16
Inventor 裴文胡香凝胡豹丁茂华孙莉
Owner ZHEJIANG UNIV OF TECH
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