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2-methyl-3-methoxybenzoic acid and preparation method thereof

A technology of methoxybenzoic acid and methyl, which is applied in the field of 2-methyl-3-methoxybenzoic acid and its preparation, can solve the problems of large pollution hazard, low pollution, high cost, etc., and achieve short process route, The effect of little pollution and low cost

Inactive Publication Date: 2020-04-17
西安正阳嘉禾化工科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] For the problems existing in the prior art, the object of the present invention is to provide a kind of 2-methyl-3-methoxybenzoic acid and preparation method thereof, solve existing 2-methyl-3-methoxybenzene In the preparation method of formic acid, the problems of large pollution hazard, high cost and low yield, the intermediate 2-methyl-3-chloroanisole of the 2-methyl-3-methoxybenzoic acid obtained in the preparation method The yield can reach 90-91%, and the yield of 2-methyl-3-methoxybenzoic acid prepared with 2-methyl-3-chloroanisole is about 88%, the reaction is easy to control, and the pollution is small. low cost

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] A preparation method of 2-methyl-3-methoxybenzoic acid, comprising the following steps:

[0042] Step 1, prepares 2-methyl-3-chloroanisole, comprises the following substeps:

[0043] Sub-step 1.1, in a 3000mL three-necked flask, add 500g of solid sodium methoxide and 800g of dimethyl sulfoxide, stir and raise the temperature to 130°C, start to add 1000g of 2,6-dichlorotoluene dropwise, after 3 hours of dropping, keep the temperature for reaction After 1 hour, transfer it to a distillation bottle, distill dimethyl sulfoxide (for the next batch) through a rectification column under reduced pressure, and distill under reduced pressure for 6 hours at a temperature of 120°C and a pressure of -0.09MPa to obtain the distilled substrate.

[0044] Sub-step 1.2, transfer the distillation substrate to a three-necked flask, add 110g of dimethyl sulfate dropwise at 55°C, finish adding dropwise within 1h, keep the reaction for 1 hour, add 1500g of water, wash with water, transfer th...

Embodiment 2

[0048] A preparation method of 2-methyl-3-methoxybenzoic acid, comprising the following steps:

[0049] Step 1, prepares 2-methyl-3-chloroanisole, comprises the following substeps:

[0050] Sub-step 1.1, in a 3000mL three-necked flask, add 380g of solid sodium methoxide and 750g of dimethyl sulfoxide, stir and raise the temperature to 140°C, start to add 950g of 2,6-dichlorotoluene dropwise, after 3 hours of dropping, keep the temperature for reaction After 1 hour, it was transferred to a distillation bottle, and dimethyl sulfoxide was distilled out through a rectification column under reduced pressure (for the next batch). Distilled under reduced pressure for 8 hours at a temperature of 100°C and a pressure of -0.095MPa to obtain the distilled substrate.

[0051] Sub-step 1.2, transfer the distillation substrate to a three-necked flask, add 100g of methyl bromide dropwise at 70°C, finish the dropwise addition within 1 hour, keep the temperature for 1 hour, add 1500g of water...

Embodiment 3

[0055] A preparation method of 2-methyl-3-methoxybenzoic acid, comprising the following steps:

[0056] Step 1, prepares 2-methyl-3-chloroanisole, comprises the following substeps:

[0057] Sub-step 1.1, in a 3000mL three-necked flask, add 430g of solid sodium methoxide and 800g of dimethyl sulfoxide, stir and raise the temperature to 140°C, start to add 1000g of 2,6-dichlorotoluene dropwise, after 3 hours of dropping, keep warm for the reaction After 1 hour, it was transferred to a distillation bottle, and dimethyl sulfoxide was distilled out through a rectification column under reduced pressure (for the next batch). Distilled under reduced pressure for 5 hours at a temperature of 140°C and a pressure of -0.09MPa to obtain the distilled substrate.

[0058] Sub-step 1.2, transfer the distillation substrate to a three-necked flask, add 120g of dimethyl sulfate dropwise at 60°C, and finish adding dropwise within 1 hour, keep the temperature for 1 hour, add 1550g of water, wash ...

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Abstract

The invention belongs to the field of compound synthesis, and discloses 2-methyl-3-methoxybenzoic acid and a preparation method thereof, wherein the 2-methyl-3-methoxybenzoic acid is prepared from thefollowing raw materials: 2-methyl-3-chloroanisole, methylbenzene, tetrahydrofuran, magnesium chips, an initiator and a carboxylating agent. According to the invention, the preparation method solves the problems of large pollution hazard, high cost and low yield in the existing 2-methyl-3-methoxybenzoic acid preparation method; and the yield of the intermediate 2-methyl-3-chloroanisole of 2-methyl-3-methoxybenzoic acid obtained in the preparation method can reach 90-91%, the yield of 2-methyl-3-methoxybenzoic acid prepared from 2-methyl-3-chloroanisole is about 88%, the reaction is easy to control, the pollution is small, and the cost is low.

Description

technical field [0001] The invention relates to the field of compound synthesis, in particular to 2-methyl-3-methoxybenzoic acid and a preparation method thereof. Background technique [0002] 2-Methyl-3-methoxybenzoic acid is an important organic synthesis intermediate in the pesticide and pharmaceutical industries, especially an important intermediate for the high-efficiency and low-toxicity pesticide methoxyfenozide. The synthetic method of 2-methyl-3-methoxybenzoic acid has multiple, wherein the widely used one is to use 2-methyl-3-nitrobenzoic acid as raw material, through hydrogenation, diazotization, Methoxylation affords 2-methyl-3-methoxybenzoic acid. However, using 3-nitro-2-methylbenzoic acid as a raw material, the source of the raw material is difficult, expensive and costly. Another method uses 2,6-dichlorotoluene as raw material to obtain 2-methyl-3-methoxybenzoic acid through etherification, cyanation and hydrolysis. The highly toxic substance cyanide is us...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/15C07C65/21C07C41/16C07C43/225C07F3/02
CPCC07C41/16C07C51/15C07F3/02C07C43/225C07C65/21
Inventor 郭祥祥
Owner 西安正阳嘉禾化工科技有限公司
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