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Catalyst for synthesizing of 4-(4-phenyl butoxy)benzoic acid

A phenylbutoxy, catalyst technology, applied in physical/chemical process catalysts, organic chemistry, chemical instruments and methods, etc., can solve the problems of unsuitable industrial production, rising market demand, low yield, etc., and achieve long-term Stabilizing alcoholysis activity, improving yield and purity, and the effect of high specific surface area

Inactive Publication Date: 2018-10-19
杨程飞扬
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The market demand for 4-(4-phenylbutoxy)benzoic acid is gradually increasing, and there is no relevant report on mass production in China
The traditional preparation takes tetrahydrofuran as a raw material, and prepares 4-(4-phenylbutoxy)benzoic acid through ring opening, Fredel-Crafts alkylation, halogenation, condensation, and hydrolysis. The raw material is easy to get and the reaction is simple, but the yield is very low. It is not suitable for industrial production. Therefore, it is of great significance to develop new processes for industrial synthesis and improve the yield and purity of products.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] P-W 2 The preparation method of C@NC catalyst is as follows:

[0016] Step 1, the 1.3gH 3 PW 12 o 40 ·6H 2 0 and 6.5g of dicyandiamide are dissolved in boiling water according to a mass ratio of 1:5, and evaporated to dryness to obtain a mixture of polyacid and dipolycyanamide, and after drying in air, a white mixture powder is obtained;

[0017] Step 2. Grinding the above powder and placing it in an alumina combustion boat, under nitrogen, raise the temperature to 400°C at a rate of 2°C / min and keep it for 30 minutes;

[0018] Step 3. Then, the temperature was raised to 800° C. at a rate of 5° C. / min and kept for 5 hours. After cooling down, black powder P-W is obtained 2 C@NC;

[0019] Step 4, the above black powder P-W 2 C@NC was placed in analytically pure toluene with a mass ratio of 1:15, ultrasonically dispersed for 1 hour, and heated to 120°C in a four-necked reaction flask equipped with a water condenser;

[0020] Step 5. Under magnetic stirring, add s...

Embodiment 2

[0029] Step 1. Add 1g of catalyst P-W to a 250ml three-necked flask in sequence 2 C@NC, 6.0g of 1-bromo-4-phenylbutane, DMF50ml, under mechanical stirring, add 1.8g of methylparaben, K 2 CO 3 3.6g, heated to 115°C, and reacted for 11h; the remaining steps were the same as in Example 1.

Embodiment 3

[0031] Step 1. Add 1g of catalyst P-W to a 250ml three-necked flask in sequence 2 C@NC, 4.0g of 1-bromo-4-phenylbutane, DMF50ml, under mechanical stirring, add 1.8g of methylparaben, K 2 CO 3 3.6g, heated to 115°C, and reacted for 11h; the remaining steps were the same as in Example 1.

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PUM

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Abstract

The invention discloses a catalyst for synthesizing of 4-(4-phenyl butoxy)benzoic acid. The catalyst is a P-W2C@NC (phosphor-tungsten carbide@nitrogen-doped carbon) catalyst. The catalyst is used forwell catalyzing methyl hydroxybenzoate and 1-bromo-4-phenylbutane to perform synthesis reaction, and the alcoholysis reaction is performed, so as to obtain the 4-(4-phenyl butoxy)benzoic acid. The NC-coated and P-modified W2C compound (P-W2C@NC) is synthesized by calcining polyacid PW12 and organic nitrogen-containing compound (dicyandiamide). The catalyst has the advantages that the high-efficiency and lasting-stability full-pH (potential of hydrogen) type alcoholysis activity is realized; the high-efficiency catalyzing activity is based on the mono-dispersing W2C nanoparticles with high specific area, and the cooperation function between W2C core and NC; the carbon layer is used for effectively protecting the W2C particles, so that the important function is realized on the lasting catalyzing stability, the CNx segment can be converted into a plurality of carbon layers in the calcining process, and the multiple carbon layers are covered at the surfaces of the W2C particles, so that the transport property of the catalyst is improved, the stability of the W2C particles in the strong acid or alkaline solutions can be improved, and the activity of the catalyst is effectively improved;the yield rate and purity of the 4-(4-phenyl butoxy)benzoic acid are greatly improved.

Description

technical field [0001] The invention relates to a catalyst for synthesizing 4-(4-phenylbutoxy)benzoic acid, which belongs to the field of chemical synthesis. Background technique [0002] 4-(4-phenylbutoxy)benzoic acid 4-(4-phenylbutoxy)benzoic acid, CAS: 30131-16-9 is an important chemical intermediate for the synthesis of pranlukast, which is combined with 8-amino-4-oxo Substitute-2-(5-1H-tetrazolyl)-4H-1-benzopyran in dichloromethane system, pyridine as acid-binding agent, through acylation reaction to get prankast. The market demand for 4-(4-phenylbutoxy)benzoic acid is gradually increasing, and there is no relevant report on mass production in China. The traditional preparation takes tetrahydrofuran as a raw material, and prepares 4-(4-phenylbutoxy)benzoic acid through ring opening, Fredel-Crafts alkylation, halogenation, condensation, and hydrolysis. The raw material is easy to get and the reaction is simple, but the yield is very low. It is not suitable for industri...

Claims

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Application Information

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IPC IPC(8): B01J27/24B01J35/10C07C51/09C07C65/21
CPCC07C51/09B01J27/24B01J35/61C07C65/21
Inventor 杨程飞扬陈华奇
Owner 杨程飞扬
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