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Method for preparing phenylglyoxylic acid ester from mandelic acid ester by catalytic oxidation

A technology of acetophenone ester and mandelate, which is applied in the field of catalytic oxidation of mandelate to prepare acetophenone ester, which can solve the problems of low catalytic oxidant efficiency, difficult oxidation of oxidant, long reaction time, etc., and achieves cheap and efficient catalyst , few reaction steps and short reaction time

Active Publication Date: 2018-09-07
DALIAN UNIV OF TECH
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  • Claims
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Problems solved by technology

[0005] The purpose of the present invention is to propose a method for preparing acetophenone esters by catalytic oxidation of mandelic acid esters, aiming at the problems of low efficiency of catalytic oxidants currently used for the preparation of acetophenone esters, long reaction times, and difficult oxidation of green and environmentally friendly oxidants. The method has a simple composite catalyst formula, can be used to catalyze and oxidize mandelic acid esters to prepare acetophenone esters, and has the advantages of high catalytic efficiency, high product purity, few reaction steps, and environmental protection

Method used

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  • Method for preparing phenylglyoxylic acid ester from mandelic acid ester by catalytic oxidation
  • Method for preparing phenylglyoxylic acid ester from mandelic acid ester by catalytic oxidation
  • Method for preparing phenylglyoxylic acid ester from mandelic acid ester by catalytic oxidation

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Embodiment 1-9

[0029] Embodiment 1-9 discloses the impact of different composite catalyst types on the conversion rate of methyl mandelic acid and the selectivity of methyl acetophenone, and the specific experimental process is described as follows:

[0030] The method for preparing acetophenone ester by catalytic oxidation of mandelic acid ester comprises the following steps: 5mmol methyl mandelate, 5mol% vanadium oxy compound, 5mol% zinc nitrate, 5ml acetonitrile is added in the 25ml reactor, after the airtight reactor, to the reactor filled with 0.2MPaO 2 , heated to 80°C under stirring, and kept for 4h, cooled to room temperature after the reaction was completed, and the product was analyzed quantitatively by gas chromatography, and the analysis results are shown in Table 1:

[0031] Table 1: Effects of different catalyst types on the conversion rate of methyl mandelate and the selectivity of methyl acetophenone

[0032]

[0033]

[0034] figure 1 For the purification product met...

Embodiment 10-14

[0036] Embodiment 10-14 discloses the impact of compounding the amount of addition of catalyst on the conversion rate of methyl mandelate and the selectivity of methyl acetophenone, and the specific experimental process is described as follows:

[0037] The method for preparing acetophenone ester by catalytic oxidation of mandelic acid ester comprises the following steps: a certain amount of catalyzer (vanadyl picolinate / zinc nitrate=100%), 5mmol methyl mandelic acid, 5ml acetonitrile is added in the 25ml reactor, to Fill the reactor with 0.2MPaO 2 , heated to 80°C under stirring, and kept for 4h, cooled to room temperature after the reaction was completed, and the product was analyzed quantitatively by gas chromatography, and the analysis results are shown in Table 2:

[0038] Table 2: Effect of catalyst addition on the conversion rate of methyl mandelate and the selectivity of methyl acetophenone

[0039]

Embodiment 15-18

[0041]Embodiment 15-18 discloses the influence of the molar ratio of transition metal nitrate and vanadium oxy compound on the conversion rate of methyl mandelate and the selectivity of methyl acetophenone, and the specific experimental process is described as follows:

[0042] The method for preparing acetophenone ester by catalytic oxidation of mandelic acid ester comprises the following steps: 5mmol methyl mandelate, 5mol% vanadyl picolinate, a certain amount of zinc nitrate, 5ml acetonitrile is added in a 25ml reactor, and the reactor is filled with 0.2MPaO 2 , heated to 80°C under stirring, and maintained for 4h, cooled to room temperature after the reaction was completed, and the product was analyzed quantitatively by gas chromatography, and the analysis results are shown in Table 3:

[0043] Table 3: The effect of the molar ratio of transition metal nitrate to vanadyl compound on the conversion of methyl mandelate and the selectivity of methyl acetophenone

[0044] ...

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Abstract

The invention belongs to the technical field of preparation of phenylglyoxylic acid ester and provides a method for preparing phenylglyoxylic acid ester from mandelic acid ester by catalytic oxidation. The method comprises steps as follows: oxygen-containing gas is taken as an oxidizing agent, vanadium oxide and transition metal nitrate are taken as a composite catalyst, mandelic acid ester is subjected to one-step oxidization under mild reaction conditions at 30-150 DEG C, and phenylglyoxylic acid ester is prepared. Compared with synthetic methods such as a Friedel-Crafts acylation method, abenzoyl cyanide hydrolysis method, a styrene oxidation method and the like, the method has the advantages of a few reaction steps, simple operation and mild reaction conditions, is environmentally-friendly and has better application prospect and higher practical value, and the catalyst is cheap and efficient.

Description

technical field [0001] The invention relates to the preparation technology of acetophenone ester, in particular to a method for preparing acetophenone ester by catalytic oxidation of mandelic acid ester. Background technique [0002] Acetophenone ester, also known as benzoylformate, is a compound with a carbonyl and an ester bifunctional group and has special chemical properties. For example, methyl acetophenone is an organic intermediate and organic chemical raw material for the synthetic drug glycopyrronium bromide, pyrazine and oxazoline herbicides, fungicides and photoinitiators, and has a wide range of applications in the fields of medicine, pesticides and health care. Applications. [0003] Taking methyl acetophenone as an example, there are mainly the following methods for preparing methyl acetophenone: 1. Friedel-Crafts acylation method. The method takes aromatic compound and monoethyl oxalyl chloride as raw materials, and metered anhydrous aluminum trichloride is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/313C07C69/738B01J31/26B01J31/28B01J31/32
CPCB01J31/26B01J31/28B01J31/32C07C67/313C07C69/738
Inventor 杜中田鞠永伟宋春丽李幸霏肖楚红卢霞
Owner DALIAN UNIV OF TECH
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