Preparation process of benzyl glycolate

A technology for preparing benzyl glycolate and its preparation process, which is applied in the fields of carboxylate preparation, organic compound preparation, organic chemistry, etc., can solve the problems of unfavorable cost control, large amount of cesium carbonate, and high price, and is suitable for mass production , the effect of mild reaction conditions

Pending Publication Date: 2021-11-02
苏州求索生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In this method, the amount of cesium carbonate is large, and the price is high, which is not conducive to cost control, and a large amount of subsequent purification work is required to obtain a product with higher purity, which has certain limitations.

Method used

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  • Preparation process of benzyl glycolate
  • Preparation process of benzyl glycolate
  • Preparation process of benzyl glycolate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030]

[0031] Add glycolic acid (10 g, 0.13 mol) and 50 ml of absolute ethanol successively into a three-necked flask, and stir until completely dissolved.

[0032] Benzyl bromide (22.23 g, 0.13 mol) was added slowly, and the temperature of the reaction was controlled to 20°C, and stirred until completely dissolved.

[0033] A solution of sodium hydroxide (5.20 g, 0.13 mol) in absolute ethanol (10 ml) was added dropwise, and the temperature of the system was kept at 20° C. until the addition was complete.

[0034] The reaction was stirred for 10 h at room temperature.

[0035] Distill under reduced pressure until the volume of the reaction solution was reduced by half.

[0036] Add ethyl acetate (50ml*3) to extract the reaction solution, combine the organic phases, dry the extract with saturated sodium bicarbonate solution (300ml*4) and anhydrous magnesium sulfate successively, and evaporate the solvent to obtain a colorless liquid Benzyl glycolate Esters 17.69 g.

[0...

Embodiment 2

[0039]

[0040] Add glycolic acid (10 g, 0.13 mol) and 10 ml of acetone successively into a three-necked flask, and stir until completely dissolved.

[0041] Add benzyl bromide (22.23g, 0.13mol) slowly, and control the reaction temperature to -10°C, stir until completely dissolved.

[0042] A solution of triethylamine (13.20 g, 0.13 mol) in acetone (10 ml) was added dropwise, keeping the temperature of the system at -10°C until the addition was complete.

[0043] The reaction was stirred for 15 h at room temperature.

[0044] Distill under reduced pressure until the volume of the reaction solution is reduced to one-third.

[0045] Add ethyl acetate (50ml*3) to extract the reaction solution, combine the organic phases, dry the extract with saturated sodium bicarbonate solution (300ml*4) and anhydrous magnesium sulfate in turn, and evaporate the solvent to obtain dark yellow liquid Benzyl glycolate Esters 15.11 g.

[0046] The product that this embodiment obtains is dark i...

Embodiment 3

[0048]

[0049] Add glycolic acid (10 g, 0.13 mol) and 70 ml of acetonitrile successively into a three-necked flask, and stir until completely dissolved.

[0050] Benzyl bromide (21.58 g, 0.13 mol) was added slowly, and the reaction temperature was controlled to 0°C, and stirred until completely dissolved.

[0051] A solution of DBU (13.20 g, 0.13 mol) in acetonitrile (10 ml) was added dropwise, and the temperature of the system was kept at 0° C. until the addition was completed.

[0052] The reaction was stirred for 18h at room temperature.

[0053] Distill under reduced pressure until the volume of the reaction solution is reduced to one-fifth.

[0054] Add ethyl acetate (50ml*3) to extract the reaction solution, combine the organic phases, dry the extract with saturated sodium bicarbonate solution (300ml*4) and anhydrous magnesium sulfate successively, and evaporate the solvent to obtain a colorless liquid Benzyl glycolate Esters 19.85g.

[0055] The product purity th...

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Abstract

The invention relates to a preparation process of benzyl glycolate, which comprises the steps of respectively adding an organic solvent and glycolic acid into a three-necked flask, uniformly stirring at low temperature, adding benzyl bromide while stirring, controlling the reaction temperature to be low temperature, dropwise adding an organic solution containing organic alkali, controlling the reaction temperature to be low temperature, then heating the solution to room temperature, stirring and reacting for quantitative time, then concentrating the solution under reduced pressure to a certain concentration, and finally extracting, drying and desolventizing to obtain colorless liquid benzyl glycolate. The reaction conditions are mild, the used raw materials are common compounds with low price, the high-purity product can be obtained by finally evaporating the solvent to dryness, and the product can be directly put into use without further post-treatment, so that the preparation process is very suitable for large-scale production.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to a preparation process of benzyl glycolate. Background technique [0002] Benzyl glycolate is an important raw material drug intermediate, which often appears in the synthesis of many new drugs; in the existing synthetic technology, benzyl glycolate is mainly obtained by the reaction of raw material glycolic acid, benzyl bromide and cesium carbonate. The route is as follows: [0003] [0004] In this method, the amount of cesium carbonate is large, and the price is high, which is not conducive to cost control, and a large amount of subsequent purification work is required to obtain a product with higher purity, which has certain limitations. Contents of the invention [0005] The purpose of the invention is to provide a kind of preparation technology of benzyl glycolate in order to overcome the deficiencies in the prior art. [0006] In order to achieve the above obj...

Claims

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Application Information

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IPC IPC(8): C07C67/11C07C69/675
CPCC07C67/11C07C69/675
Inventor 汤健志刘相国蔡蓉蓉
Owner 苏州求索生物科技有限公司
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