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Synthetic method of methyl 4-chlorobenzoate

A technology of methyl chlorobenzoate and a synthesis method is applied in the field of electrochemical organic synthesis and achieves the effects of good application prospect, reduction of air pollution and low cost

Inactive Publication Date: 2017-11-07
LIAOCHENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, there are no studies and reports on the electrocarboxylation of 1,4-dichlorobenzene

Method used

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  • Synthetic method of methyl 4-chlorobenzoate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Embodiment 1 A kind of synthetic method of methyl p-chlorobenzoate, concrete steps are as follows:

[0018] a. Preparation of electrolyte

[0019] Mix 1 mmol (113ul) 1,4-dichlorobenzene with 1 mmol (0.2572 g) tetraethylammonium chloride and 0.129 mol (10 mL) N,N -Dimethylformamide is mixed into an electrolyte, and then placed in a one-chamber electrolytic cell with stainless steel as the cathode and magnesium rod as the anode, 1,4-dichlorobenzene, tetraethylammonium chloride and N,N -Dimethylformamide is analytically pure, wherein: 1,4-dichlorobenzene is the substrate, N, N -Dimethylformamide is the solvent after 4Å grade molecular sieve drying, and tetraethylammonium chloride is the supporting electrolyte;

[0020] b. Electrocarboxylation reaction

[0021] Under normal pressure, carbon dioxide was introduced into the above electrolytic cell for 30 min, and then at 10 mA / cm 2 The constant current density for electrolysis (the electrolysis process has been fed with ...

Embodiment 2

[0028] A kind of synthetic method of methyl p-chlorobenzoate of embodiment 2, concrete steps are as follows:

[0029] a. Preparation of electrolyte

[0030] Mix 1 mmol (113ul) 1,4-dichlorobenzene with 1 mmol (0.2572 g) tetrabutylammonium iodide and 0.129 mol (10 mL) N,N -Dimethylformamide is mixed into an electrolyte solution, and then placed in a one-chamber electrolytic cell with a platinum sheet as the cathode and a magnesium rod as the anode, 1,4-dichlorobenzene, tetrabutylammonium iodide and N,N -Dimethylformamide is analytically pure, wherein: 1,4-dichlorobenzene is the substrate, N, N -Dimethylformamide is the solvent after 4Å grade molecular sieve drying, and tetrabutylammonium iodide is the supporting electrolyte;

[0031] b. Electrocarboxylation reaction

[0032] Under normal pressure, carbon dioxide was introduced into the above electrolytic cell for 30 min, and then at 18mA / cm 2 The constant current density for electrolysis (the electrolysis process has been f...

Embodiment 3

[0039] A kind of synthetic method of embodiment 3 methyl p-chlorobenzoate, concrete steps are as follows:

[0040] Mix 1 mmol (113ul) 1,4-dichlorobenzene with 1 mmol (0.2572 g) tetrabutylammonium chloride and 0.129 mol (10 mL) N,N -Dimethylformamide is mixed into an electrolyte, and then placed in a one-chamber electrolytic cell with silver as the cathode and magnesium rod as the anode, 1,4-dichlorobenzene, tetrabutylammonium chloride and N,N -Dimethylformamide is analytically pure, wherein: 1,4-dichlorobenzene is the substrate, N,N -Dimethylformamide is the solvent after 4Å grade molecular sieve drying, and tetrabutylammonium chloride is the supporting electrolyte;

[0041] b. Electrocarboxylation reaction

[0042] Under normal pressure, carbon dioxide was introduced into the above electrolytic cell for 30 min, and then at 10 mA / cm 2 The constant current density for electrolysis (the electrolysis process has been fed with carbon dioxide until the end of the electrolysis), ...

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Abstract

The invention discloses a synthetic method of methyl 4-chlorobenzoate. The synthetic method comprises the following steps: mixing 1,4-dichlorobenzene with N,N-dimethylformamide or acetonitrile and tetraethylammonium iodide or tetraethylammonium bromide or tetraethylammonium chloride or tetraethylammonium tetraborate or tetrabutylammonium iodide or tetrabutylammonium bromide or tetrabutylammonium chloride to form electrolyte, introducing carbon dioxide into the electrolyte at the room temperature for 30 minutes, carrying out electrolysis by virtue of a constant current (carbon dioxide is continuously introduced during the electrolysis until the electrolysis is finished), and carrying out esterification and post-treatment, so as to obtain methyl 4-chlorobenzoate. The synthetic method has the beneficial effects that a reaction system is simple and easy to control; rice C1 resource CO2 is taken as one of the raw material and is cheap, easily available and low in cost, the environmental pollution is avoided, and a novel path is opened for the research of environment-friendly synthesis of methyl 4-chlorobenzoate; and the synthetic method presents excellent application prospects in the industries of chemical engineering and electrons and is a process route with high industrial synthesis values.

Description

technical field [0001] The invention relates to the technical field of electrochemical organic synthesis, in particular to a synthetic method of methyl p-chlorobenzoate. Background technique [0002] In recent years, the electrocarboxylation reaction to activate and fix carbon dioxide as a variety of economically competitive chemicals by electrochemical methods has attracted more and more attention. One of the most efficient ways to use substances. In recent decades, studies on the electrocarboxylation of alkyl halides and aromatic halides have been reported. Cobalt, nickel, palladium and other complexes as catalysts can effectively improve the yield of the corresponding reduction products of organic halides. [0003] However, in the past electrochemical studies on halides, the electroreduction of polyhalogenated organic compounds was rarely involved. Conti et al. in G. Fiori, S. Rondinini, G. Sello, A. Vertova, M. Cirja, L. Conti, J. Appl. Electrochem. 35 (2005) 363–368 ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/11C07C69/76C25B3/00
Inventor 张英天陈宝丽罗佩佩高翠于淑娴许士松张宪玺周华伟曲孔岗
Owner LIAOCHENG UNIV
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