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Method for synthesis of ferulic acid ester by solid acid catalysis

A technology of solid acid catalysis and ferulate ester, applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylic acid esters, etc., can solve the problems of less research on catalytic synthesis, and achieve easy separation, high catalytic activity, non-corrosive effect

Inactive Publication Date: 2015-01-28
SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few studies on the catalytic synthesis of ferulic acid esters by solid catalysts

Method used

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  • Method for synthesis of ferulic acid ester by solid acid catalysis
  • Method for synthesis of ferulic acid ester by solid acid catalysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] (Preparation of cyclohexyl ferulate)

[0022] Take 56.8g (0.2 mol) sodium metasilicate nonahydrate to make a 5.0% aqueous solution, start stirring, heat to 55°C, add 18mL (0.18mol) ethyl acetate dropwise, after the gel is formed, add dilute hydrochloric acid under stirring Adjust the pH value to about 4 and stop stirring. Suction filtration, the filter cake was washed with distilled water until the filtrate did not contain Cl - So far, vacuum drying at low temperature yielded 11.2 g of white silica powder.

[0023] Place the silica powder prepared above in a muffle furnace at 200°C for activation for 2 hours, take 10 g of the activated silica and mix it into 30 mL of 10% sodium bisulfate aqueous solution, soak for 24 hours, then suction filter, wash with distilled water until the filtrate is free of After being dried in vacuum at low temperature, it was activated in a muffle furnace at 200°C for 3 hours, cooled in a desiccator, and set aside.

[0024] In a 500mL thre...

Embodiment 2

[0026] (Preparation of n-pentyl ferulate)

[0027] Take 56.8g (0.2 mol) of sodium metasilicate nonahydrate to make a 5.0% aqueous solution, start stirring, heat to 50°C, add 18mL (0.18mol) of ethyl acetate dropwise, after the gel is formed, wash with dilute hydrochloric acid under stirring Adjust the pH value to about 4 and stop stirring. Suction filtration, the filter cake was washed with distilled water until the filtrate did not contain Cl - So far, vacuum drying at low temperature yielded 11.2 g of white silica powder.

[0028] Place the silica powder prepared above in a muffle furnace at 200°C for activation for 2 hours, take 10 g of the activated silica and mix it into 30 mL of 10% sodium bisulfate aqueous solution, soak for 24 hours, then suction filter, wash with distilled water until the filtrate is free of After being dried in vacuum at low temperature, it was activated in a muffle furnace at 200°C for 3 hours, cooled in a desiccator, and set aside.

[0029] I...

Embodiment 3

[0031] (Preparation of n-pentyl ferulate, catalyst recycling experiment)

[0032] On the basis of keeping the same experimental conditions as in Example 2, the reusability of the catalyst was investigated, and the results are shown in Table 1.

[0033] Table 1 Effect of catalyst reuse on esterification reaction

[0034]

[0035] Through the data in the table can be analyzed, the prepared NaHSO 4 / SiO 2 Catalyst, in the esterification reaction of ferulic acid and n-amyl alcohol, when reused 5 times, still can guarantee that yield is greater than 80%.

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Abstract

The invention discloses a method for synthesis of ferulic acid ester by solid acid catalysis, and relates to a method for synthesis of the ferulic acid ester, and the method is as follows: a, preparation of silica powder, to be more specific, taking sodium metasilicate nonahydrate to prepare into aqueous solution, starting to stir, heating, adding dropwise ethyl acetate, after gel is formed, performing low temperature vacuum drying to obtain white silica powder; b, catalyst preparation, to be more specific, putting the silica powder prepared by the step a into a muffle furnace for activation, mixing into aqueous solution of sodium bisulfate, soaking, filtering by suction, washing with distilled water until the filtrate is colorless, processing by low-temperature vacuum drying for standby use; c, catalyzed synthesis of the ferulic acid ester, to be more specific, adding ferulic acid, alcohol and a catalyst into a three necked flask equipped with a stirrer, a thermometer, a reflux condenser and a water separator, stirring, heating for reflux until no water is separated out in the water separator; and d, drying and recovery. The process is simple, cheap, non-toxic, non-corrosive and environmentally friendly, catalytic activity is high, catalytic reaction products are easy to separate and can be repeatedly used.

Description

technical field [0001] The invention relates to a method for synthesizing ferulic acid ester, in particular to a method for synthesizing ferulic acid ester with solid acid catalysis. Background technique [0002] Ferulic acid (4-hydroxy-3-methoxycinnamic acid, Ferulic acid, referred to as FA), the following formula: [0003] [0004] Originally found in the seeds and leaves of plants, it is a phenolic acid present in plants such as Angelica, Chuanxiong, and Ferulicum. It has anti-inflammatory, anti-oxidation, anti-thrombotic and various physiological activities, and is widely used in health care products and cosmetics , pharmaceuticals, pesticides and food additives and other fields. However, ferulic acid has strong hydrophilicity and poor fat solubility, so it is difficult to penetrate the lipid bilayer of biomembrane and play a role, so its application is greatly limited. Therefore, the study of modifying ferulic acid molecules to prepare derivatives to improve the li...

Claims

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Application Information

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IPC IPC(8): C07C67/08C07C69/734B01J27/055
CPCB01J27/055C07C67/08C07C69/734
Inventor 孔祥文王欢王涵张静
Owner SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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