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Synthesis method for 2-chlorobenzene methyl formate

A technology of methyl chlorobenzoate and synthesis method, which is applied in the field of electrochemical organic synthesis, and achieves the effects of simple method, significant environmental protection and reduction of air pollution

Inactive Publication Date: 2016-12-21
LIAOCHENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there are no studies and reports on the electrocarboxylation of 1,2-dichlorobenzene

Method used

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  • Synthesis method for 2-chlorobenzene methyl formate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment example 1

[0018] Implementation case 1 A kind of synthetic method of methyl 2-chlorobenzoate:

[0019] a. Preparation of electrolyte

[0020] Mix 1 mmol (113ul) 1,2-dichlorobenzene with 1 mmol (0.2572 g) tetraethylammonium iodide 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, 1,2-dichlorobenzene, tetraethylammonium iodide and N ,N -Dimethylformamide is analytically pure, wherein: 1,2-dichlorobenzene is the substrate, N ,N -Dimethylformamide is the solvent after 4Å grade molecular sieve drying, and tetraethylammonium iodide is the supporting electrolyte.

[0021] b. Electrocarboxylation reaction

[0022] Under normal pressure, carbon dioxide was introduced into the above electrolytic cell for 30 min, and then at 12 mA / cm 2 The constant current density is used for electrolysis (the electrolysis process has been fed with carbon dioxide u...

Embodiment example 2

[0029] Implementation case 2 A kind of synthetic method of methyl 2-chlorobenzoate:

[0030]a. Preparation of electrolyte

[0031] Mix 1 mmol (113ul) 1,2-dichlorobenzene with 1 mmol (0.2572 g) tetraethylammonium iodide and 0.129 mol (10 mL) N ,N -Dimethylformamide is mixed into an electrolyte, and then placed in a one-chamber electrolytic cell with a platinum sheet as the cathode and a magnesium rod as the anode, 1,2-dichlorobenzene, tetraethylammonium iodide and N ,N -Dimethylformamide is analytically pure, wherein: 1,2-dichlorobenzene is the substrate, N ,N -Dimethylformamide is the solvent after 4Å grade molecular sieve drying, and tetraethylammonium iodide is the supporting electrolyte.

[0032] b. Electrocarboxylation reaction

[0033] Under normal pressure, carbon dioxide was introduced into the above electrolytic cell for 30 min, and then at 12 mA / cm 2 The constant current density is used for electrolysis (the electrolysis process has been fed with carbon dioxide...

Embodiment example 3

[0040] Implementation case 3 A kind of synthetic method of methyl 2-chlorobenzoate:

[0041] a. Preparation of electrolyte

[0042] Mix 1 mmol (113ul) 1,2-dichlorobenzene with 1 mmol (0.2572 g) tetraethylammonium iodide 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, 1,2-dichlorobenzene, tetraethylammonium iodide and N ,N -Dimethylformamide is analytically pure, wherein: 1,2-dichlorobenzene is the substrate, N,N -Dimethylformamide is the solvent after 4Å grade molecular sieve drying, and tetraethylammonium iodide is the supporting electrolyte.

[0043] b. Electrocarboxylation reaction

[0044] Under normal pressure, carbon dioxide was introduced into the above electrolytic cell for 30 min, and then at 12 mA / cm 2 The constant current density is used for electrolysis (the electrolysis process has been fed with carbon dioxide until the e...

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Abstract

The invention discloses a synthesis method for 2-chlorobenzene methyl formate. According to the method, 1,2-dichlorobenzene, N,N-dimethyl formamide and tetraethyl ammonium iodide, tetraethyl ammonium bromide, tetraethyl ammonium chloride, tetraethyl ammonium fluoborate, tetrabutyl ammonium iodide, tetrabutyl ammonium bromide or tetrabutyl ammonium chloride are mixed to form electrolytes, carbon dioxide is guided into the electrolytes for 30 minutes at normal pressure, electrocarboxylation is carried at constant currents, and then the 2-chlorobenzene methyl formate can be obtained through esterification and postprocessing. Compared with the prior art, the method has the advantages of being simple, convenient to operate and safe; the carbon dioxide with the greenhouse effect can be effectively utilized, and therefore atmospheric pollution can be greatly reduced, and the method is of great significance for environmental protection; conversion of aromatic dichlorides and effective synthesis of the 2-chlorobenzene methyl formate are realized; and the raw materials are cheap and easy to obtain, the cost is low, and a new path is created for research on organic matter such challenging and green synthetic halogenated aromatic carboxylic acid derivatives.

Description

technical field [0001] The invention relates to the technical field of electrochemical organic synthesis, in particular to a synthetic method of methyl 2-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. 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 and Gennar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C25B3/04C25B3/25
CPCC25B3/25
Inventor 陈宝丽罗佩佩张英天张宪玺周华伟曲孔岗
Owner LIAOCHENG UNIV
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