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Synthesizing method for (R)-(+)-2-(4-hydroxy phenoxy) methyl propionate

A technology of hydroxyphenoxy and methyl propionate, which is applied in the field of synthesis of pesticide intermediates, can solve the problems of reducing MAQ yield and product purity, serious dust pollution, and prolonging the synthesis cycle, so as to shorten the synthesis cycle and improve work Environment, the effect of improving product quality

Inactive Publication Date: 2016-07-13
ZHANGJIAGANG SANLIAN CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This synthetic method needs to synthesize (R)-(+)-2-(4-hydroxyphenoxy)propionic acid earlier, and the reactant after the esterification reaction also needs to carry out negative pressure dealcoholization and dehydration operations, which not only increases the The synthesis process prolongs the synthesis cycle, and in the negative pressure dealcoholization and dehydration process, the reactants will be thermally decomposed, which greatly reduces the yield and product purity of MAQ, and the obtained MAQ is a light yellow-brown powder with serious dust pollution , poor product quality

Method used

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  • Synthesizing method for (R)-(+)-2-(4-hydroxy phenoxy) methyl propionate
  • Synthesizing method for (R)-(+)-2-(4-hydroxy phenoxy) methyl propionate

Examples

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Embodiment 1

[0021] The synthetic method of (R)-(+)-2-(4-hydroxyphenoxy) methyl propionate described in this embodiment comprises the following steps:

[0022] (1) Put hydroquinone and sodium hydroxide aqueous solution into the reaction kettle to react to generate a mixed solution containing sodium p-hydroxyphenolate; the reaction temperature is controlled at 25°C; the mass concentration of the hydroquinone is not less than 99.5 %, the mass concentration of sodium hydroxide aqueous solution is 30%;

[0023] (2) Add methyl 2-chloropropionate to carry out substitution reaction in reactor, generate the mixed solution containing (R)-(+)-2-(4-hydroxyphenoxy) methyl propionate; Substitution reaction temperature Controlled at 25°C;

[0024] (3) add extraction solvent in reaction kettle and carry out extraction layering treatment, then steam out redundant extraction solvent through oil layer distillation; Described extraction solvent is toluene, and the mass concentration of toluene is not less t...

Embodiment 2

[0028] The synthetic method of (R)-(+)-2-(4-hydroxyphenoxy) methyl propionate described in this embodiment comprises the following steps:

[0029] (1) Put hydroquinone and sodium hydroxide aqueous solution into the reaction kettle to react to generate a mixed solution containing sodium p-hydroxyphenolate; the reaction temperature is controlled at 30° C.; the mass concentration of the hydroquinone is not less than 99.5 %, the mass concentration of aqueous sodium hydroxide solution is 29%;

[0030] (2) Add methyl 2-chloropropionate to carry out substitution reaction in reactor, generate the mixed solution containing (R)-(+)-2-(4-hydroxyphenoxy) methyl propionate; Substitution reaction temperature Controlled at 30°C;

[0031] (3) add extraction solvent in reaction kettle and carry out extraction layering treatment, then steam out redundant extraction solvent through oil layer distillation; Described extraction solvent is toluene, and the mass concentration of toluene is not less...

Embodiment 3

[0035] The synthetic method of (R)-(+)-2-(4-hydroxyphenoxy) methyl propionate described in this embodiment comprises the following steps:

[0036] (1) Put hydroquinone and sodium hydroxide aqueous solution into the reaction kettle to react to generate a mixed solution containing sodium p-hydroxyphenolate; the reaction temperature is controlled at 27°C; the mass concentration of the hydroquinone is not less than 99.5 %, the mass concentration of sodium hydroxide aqueous solution is 35%;

[0037] (2) Add methyl 2-chloropropionate to carry out substitution reaction in reactor, generate the mixed solution containing (R)-(+)-2-(4-hydroxyphenoxy) methyl propionate; Substitution reaction temperature Controlled at 26°C;

[0038] (3) add extraction solvent in reaction kettle and carry out extraction layering treatment, then steam out redundant extraction solvent through oil layer distillation; Described extraction solvent is toluene, and the mass concentration of toluene is not less t...

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Abstract

The invention discloses a synthesizing method for (R)-(+)-2-(4-hydroxy phenoxy)methyl propionate.The synthesizing method comprises the following steps that firstly, hydroquinone and a sodium hydroxide aqueous solution are put into a reaction kettle for a reaction, and a mixed solution containing p-hydroxyl sodium phenolate is generated; secondly, methyl 2-chloropropionate is added into the reaction kettle for a substitution reaction, and a mixed solution containing (R)-(+)-2-(4-hydroxy phenoxy)methyl propionate is generated; thirdly, an extraction solvent is added in the reaction kettle for extraction laying treatment, and then oil layer distillation treatment is carried out; fourthly, the mixed solution, obtained after oil layer distillation treatment, containing (R)-(+)-2-(4-hydroxy phenoxy)methyl propionate is cooled, crystallized, centrifuged and dried.The synthesizing procedures of the synthesizing method are simple, the product quality is good, the yield is high, and obtained MAQ is a white crystalline solid.

Description

technical field [0001] The invention relates to a method for synthesizing a pesticide intermediate, in particular to a method for synthesizing (R)-(+)-2-(4-hydroxyphenoxy)methyl propionate. Background technique [0002] In the 1970s, with the development of stereochemistry, pesticide research has penetrated into the field of molecular stereoisomerism, and chiral pesticides continue to appear in the international market. Chiral pesticides have become one of the main directions for the development of pesticides in the 21st century due to their high efficacy, less dosage, less waste, safer to crops and environmental ecology, relatively low cost, and strong market competitiveness. [0003] (R)-(+)-2-(4-hydroxyphenoxy)propionic acid methyl ester, referred to as: MAQ, is a derivative of (R)-(+)-2-(4-hydroxyphenoxy)propionic acid The product is an important intermediate for the synthesis of chiral pesticides such as clodinafop-propargyl, clodin-propargyl, and fenoxen. High-cap, c...

Claims

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Application Information

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IPC IPC(8): C07C37/66C07C39/08C07C67/29C07C69/712C07C67/52
CPCC07C37/66C07C67/29C07C67/52
Inventor 江维崇程经顺
Owner ZHANGJIAGANG SANLIAN CHEM TECH
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