O-nitrophenylacetic acid and catalysis synthesis of phase transfer

A technology of phase transfer catalysis and nitrophenylacetic acid, which is applied to the preparation of organic compounds, organic chemistry, chemical instruments and methods, etc., to achieve the effects of less by-products, less side reactions and high yield

Inactive Publication Date: 2005-11-23
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method is still in the stage of laboratory research

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach 1

[0020] Take 1g of tributylbenzylammonium chloride catalyst supported on gel polystyrene with a degree of crosslinking of 4%, swell with toluene for 1h, and add o-nitrobenzyl chloride at a ratio of 1:1.1 at 80℃ With NaCN, the stirring speed is 600rmp, the reaction is 4h, firstly produce o-nitrobenzene acetonitrile, then add 30% NaOH solution to the system, hydrolyze under alkaline conditions, after 2h, take out the reaction solution and filter out the resin , Wash, dry, and save for repeated use. After the filtrate is allowed to stand for stratification, the aqueous phase is taken out, pickled, filtered, and the filter cake is naturally dried to obtain the product o-nitrophenylacetic acid. The yield reached 88%.

Embodiment approach 2

[0022] Take 1g of tripropylbenzylammonium chloride catalyst supported on gel polystyrene with a degree of crosslinking of 4%, swell it with toluene for 1h, and add o-nitrobenzyl chloride and o-nitrobenzyl chloride at a ratio of 1:1.1 at 80°C. NaCN, stirring speed of 600rpm, reaction for 4h, first produce o-nitrobenzeneacetonitrile, then add 30% NaOH solution to the system, hydrolyze under alkaline conditions, after 2h, take out the reaction solution and filter out the resin. Wash, dry, and store for reuse. After the filtrate is allowed to stand for stratification, the aqueous phase is taken out, pickled, filtered, and the filter cake is naturally dried to obtain the product o-nitrophenylacetic acid. The yield reached 64%.

Embodiment approach 3

[0024] Take 1g of trimethylbenzylammonium chloride catalyst supported by gel-type polystyrene with a degree of crosslinking of 4%, swell with toluene for 1h, and add o-nitrobenzyl chloride at a ratio of 1:1.1 at 80℃ With NaCN, the stirring speed is 600rmp, the reaction is 4h, firstly produce o-nitrobenzene acetonitrile, then add 30% NaOH solution to the system, hydrolyze under alkaline conditions, after 2h, take out the reaction solution and filter out the resin , Wash, dry, and save for repeated use. After the filtrate is allowed to stand for stratification, the aqueous phase is taken out, pickled, filtered, and the filter cake is naturally dried to obtain the product o-nitrophenylacetic acid. The yield is 31%.

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PUM

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Abstract

An o-nitrophenylacetic acid is prepared through reaction of o-nitro benzyl chloride on sodium cyanide under the action of high polymer carried phase transfer catalyst (quaternary ammonium salt) to generate o-nitro phenylacetonitrile, adding solution of NaOH, and hydrolyzing. Its advantages are gentle reaction condition and high output rate.

Description

Technical field [0001] The phase transfer catalytic synthesis of o-nitrophenylacetic acid of the present invention is a method for synthesizing o-nitrophenylacetic acid in a phase transfer catalytic system, and belongs to the technical field of organic synthesis and environmentally friendly chemical processes. technical background [0002] Ortho-nitrophenylacetic acid is an excellent herbicide. A series of drugs and fine chemical products can be developed around it, such as the new non-steroidal drug felbinac and the high-efficiency antihypertensive drug aminoamide. O-nitrophenylacetic acid can also form a luminescent material with good properties with rare earth metals, so it has a wide range of applications in rare earth functional materials. It can be seen that o-nitrophenylacetic acid is a very important organic chemical product. Today, when environmental pollution has become a global issue of general concern, it is urgent to develop its clean production process. [0003] The...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C201/12C07C205/56
Inventor 李文英田青平冯杰谢克昌
Owner TAIYUAN UNIV OF TECH
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