Preparation method of 4-(hydroxymethyl) benzo 15-crown-5

Through a two-step synthesis method for preparing 4'-formylbenzo15-crown-5 and 4-(hydroxymethyl)benzo15-crown-5, the problems of compound preparation and purification are solved, and efficient synthesis and high yield are achieved rate of 4-(hydroxymethyl)benzo-15-crown-5, supporting its use in therapeutics and research.

CN102875525AInactive Publication Date: 2013-01-16TIANJIN HEOWNS BIOCHEM TECH
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Patent Information

Application Number
CN201210433173.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2012-11-02
Publication Date
2013-01-16
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

In the process of developing compounds with new functions, it is difficult to effectively prepare and purify 4-(hydroxymethyl)benzo-15-crown-5 with existing technology, which limits its application in treatment and research.

Method used

A two-step synthesis method for the preparation of 4'-formylbenzo15-crown-5 and 4-(hydroxymethyl)benzo15-crown-5, utilizing tetraethylene glycol diphenylsulfonate and 3,4- Reaction of dihydroxybenzaldehyde in DMF, followed by treatment with potassium hydroxide and water, followed by reaction with sodium borohydride in MeOH, and purification by column chromatography, controlling reaction conditions and ratios to achieve high yield purification.

Benefits of technology

The efficient synthesis and purification of 4-(hydroxymethyl)benzo-15-crown-5 was achieved, with a yield of more than 80%. It provided scientific and reasonable production methods and product identification support, laying the foundation for subsequent research and development.

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Abstract

The invention provides a synthesis and purifying method of 4-(hydroxymethyl) benzo 15-crown-5. According to the method provided by the invention, the final product has the yield of 54%, and the yield of an intermediate product 3 is over 80%; the production method is scientific and reasonable; and detailed theoretical and practical guidelines are provided for follow-up expanding production.
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