Preparation method of 4-hydroxymethyl coumarin compound

A technology of hydroxymethyl coumarin and methyl coumarin, which is applied in the field of preparation of 4-hydroxymethyl coumarin compounds, can solve the problem of not having industrial production value, practical production value, and reducing production Cost and other issues, to achieve the effect of efficient preparation, low cost and high yield

Pending Publication Date: 2022-04-12
SHANDONG MINGHUA NEW MATERIAL CO LTD
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  • Summary
  • Abstract
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  • Application Information

AI Technical Summary

Benefits of technology

This patented technology allows for effective production of certain chemicals called cathode ray tubes (CRT). These reactions are made from specific types of molecules that have four hydroxy methyl groups attached at one end or side thereto. By reacting these chemistry with other materials like ammonia gas or water vapor they can create different products such as liquid crystals or solid particles.

Problems solved by technology

This patented technical problem addressed in this patents relates to improving the efficiency with which certain types of compounds (such as coumalins), used in these industries like pharmaceuticals, medical devices, food products, cosmetics, etc., become modified during manufacturing processes due to changes made over time caused by factors including temperature, light exposure, solvent type/solubility, acidity levels, ion concentration, redox potential, and others. These modifications lead to decreased effectiveness and increased risk associated with drug safety concerns. Therefore, identifying new ways to modify these structures becomes crucial because they may help identify those drugs more effectively and minimize risks related thereto.

Method used

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  • Preparation method of 4-hydroxymethyl coumarin compound
  • Preparation method of 4-hydroxymethyl coumarin compound
  • Preparation method of 4-hydroxymethyl coumarin compound

Examples

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Embodiment 1

[0031] Disperse 2kg of 7-diethylamino-4-methylcoumarin in 20L of toluene, add 3.2kg of benzoyl peroxide and 0.07kg of sodium acetate, and heat to reflux for 12 hours. After the reaction was finished, cool to room temperature, then filter and separate, and wash with 1 L of water each time for a total of 5 washes to collect the solid material to obtain an intermediate.

[0032] Disperse the obtained intermediate in 30L of water, add 1.8kg of sodium bisulfite, stir at room temperature for 16 hours, filter and separate the solid material and the water phase, disperse the solid material in 4L of ethyl acetate, heat to reflux, and cool to After standing at room temperature for 12 hours, it was separated by filtration again. After drying, 7-diethylamino-4-hydroxymethylcoumarin was obtained, weighing 1.54kg, and the yield was 72%.

[0033]The aqueous phase was extracted with ethyl acetate, 3 L each time, and extracted 4 times in total. The extract was mixed with the filtrate obtained by

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Abstract

The invention discloses a preparation method of a 4-hydroxymethyl coumarin compound, which comprises the following steps: (1) dispersing the 4-hydroxymethyl coumarin compound into an organic solvent, sequentially adding an oxidant and a pro-oxidant, heating and refluxing, cooling to room temperature after the reaction is finished, and filtering and washing to obtain an intermediate; (2) dispersing the intermediate into a water solution, adding a reducing agent, stirring at room temperature, and filtering after reaction to obtain a solid material and a water phase; and (3) dispersing the solid material in the step (2) into ethyl acetate, carrying out heating reflux, cooling to room temperature, aging for a period of time, filtering, and drying the solid material to obtain the 4-hydroxymethyl coumarin compound. The preparation method of the 4-hydroxymethyl coumarin compound adopting the structure is simple in technological process, low in cost, high in yield and suitable for industrial production.

Description

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Claims

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Application Information

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Owner SHANDONG MINGHUA NEW MATERIAL CO LTD
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