Method for synthesizing ferulic acid by microwave radiation

A technology of microwave radiation and ferulic acid, which is applied in the field of synthesis of ferulic acid, can solve the problems of long reaction time and achieve the effects of short reaction time, expansion of the reaction system, and simple separation and purification operations

Inactive Publication Date: 2014-11-19
黄金凤
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The Knoevenagel reaction method is to add a small amount of organic base in the pyridine solvent as a catalyst, and the Knoevena

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for synthesizing ferulic acid by microwave radiation
  • Method for synthesizing ferulic acid by microwave radiation
  • Method for synthesizing ferulic acid by microwave radiation

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0034] Example 1 Method for synthesizing ferulic acid under microwave radiation

[0035] Put 20mmol vanillin, a certain amount of acetic anhydride (reactant and solvent) and 20mmol anhydrous potassium carbonate in a dry round bottom flask, shake well, put it into a microwave chemical reactor, install a reflux condenser, Under anhydrous conditions and a certain microwave power, continue microwave radiation for several minutes until the reaction mixture is completely melted into a liquid. The molten liquid is cooled to room temperature to obtain a solidified product. Approximately 70 mL of ice water is added to the obtained solid, shaken and mixed, and allowed to stand for one day, thoroughly washed with approximately 200 mL of ice water and filtered with suction. The filter cake was hydrolyzed in a 20% NaOH solution at 50°C for 20 minutes and filtered with suction. The obtained filtrate was acidified with hydrochloric acid to pH=2-3, filtered with suction to obtain a filter cake,...

Example Embodiment

[0045] Example 2 The influence of the amount of acetic anhydride on the yield

[0046] Follow the method of Example 1 to synthesize ferulic acid. The dosage of vanillin is 3.0g (20mmol), the anhydrous potassium carbonate is 2.8g (20mmol), the microwave power is 240W, and the microwave time is 10min. The effect of the amount of acetic anhydride on the yield is investigated. , See the result Figure 4 . by Figure 4 It can be seen that the yield increases with the increase of the amount of acetic anhydride. When the amount of acetic anhydride is 200 mmol, the yield is the largest, and when it exceeds 200 mmol, the yield decreases instead. This may be because too much acetic anhydride is used, which reduces the catalytic effect of the catalyst. The amount of acetic anhydride is too small. For example, when the amount of acetic anhydride is 60 mmol, the liquid will be black after the reaction. This may be because there is no other solvent in the reaction. The amount of acetic anhydr...

Example Embodiment

[0047] Example 3 The influence of microwave power on yield

[0048] Operate according to the method for synthesizing ferulic acid in Example 1. The dosage of vanillin is 3.0g (20mmol), anhydrous potassium carbonate is 2.8g (20mmol), acetic anhydride is 200mmol, and the microwave time is 10min. The effect of microwave power on yield is investigated. See the result Figure 5 . by Figure 5 It can be seen that with the increase of radiation power, the yield increases, and the increase of microwave power promotes the increase of effective collisions between the reactants, which is beneficial to the increase of yield. by Figure 5 It can also be seen that when the radiation power exceeds 400W, the yield increases slowly. From the perspective of energy saving, the microwave radiation power is more suitable to be 400W.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
Melting pointaaaaaaaaaa
Login to view more

Abstract

The invention discloses a method for synthesizing ferulic acid by microwave radiation. The method comprises the following steps: adding vanillic aldehyde and anhydrous potassium carbonate to acetic anhydride, evenly mixing the raw materials, and carrying out microwave radiation until a reaction mixture is completely molten into liquid; cooling the molten liquid to room temperature and then adding ice water to mix evenly; standing the mixture for over 24 hours, adding ice water again, fully washing and carrying out suction filtration to obtain a filter cake; hydrolyzing the filter cake in an NaOH solution, and carrying out suction filtration; acidizing the obtained filtrate until the pH is 2-3, carrying out suction filtration, and recrystallizing the filtrate cake by using absolute ethyl alcohol, so as to obtain yellow needle crystal; drying the yellow needle crystal to obtain ferulic acid. Acetic anhydride is a reactant, and also is a solvent; acetic anhydride can react to the maximal extent; anhydrous potassium carbonate is non-toxic and pollution-free; acetic anhydride is taken as the solvent, and can be removed in a washing manner during impurity removal; the requirements of green chemistry are met, therefore, the method disclosed by the invention is short in reaction time, and easy in separation and purification, the productive rate can be up to 68%, and a new direction is provided for preparation of ferulic acid.

Description

technical field [0001] The invention relates to a synthesis method of ferulic acid, in particular to a method for synthesizing ferulic acid by microwave radiation. Background technique [0002] Ferulic acid (FA for short), chemically named 4-hydroxy-3-methoxyphenylacrylic acid, widely exists in plants and is one of the active ingredients of commonly used traditional Chinese medicines (angelica, chuanxiong, etc.). As a metabolite of oryzanol in the body, ferulic acid has anti-thrombotic, anti-inflammatory, analgesic, anti-oxidation, anti-ultraviolet radiation and anti-free radical effects. At present, ferulic acid is widely used in medicine, food, cosmetics and other fields. The content of ferulic acid in plants is generally about 0.03%, and the cost of extracting it from plants is relatively high. With the continuous improvement of pharmaceutical research and the quality of human life, the demand for ferulic acid in pharmaceutical synthesis, health care products and cosmet...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07C59/64C07C27/02C07C67/293C07C69/157
CPCC07C51/09C07C67/293C07C69/157C07C59/64
Inventor 黄金凤童跃进
Owner 黄金凤
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap