Synthetic method of hydroxyl butenolide and congener thereof

Abstract

The invention relates to a green synthetic method of hydroxyl butenolide and congeners thereof, and the synthetic method is especially suitable for one-step method preparation of hydroxyl butenolide from chemical raw materials like furfural and furoic acid. A routine dyeing technology is employed to load a photosensitizer on renewable natural fiber to obtain a green photosensitizer; in the presence of light, reaction raw materials react with oxygen to prepare hydroxyl butenolide through the one-step method. The method provided by the invention eliminates the problem that photosensitizer and products are difficult to separate, and that the photosensitizer can not be reused; and the method also solves the problem that although a high-molecular polymer loaded photosensitizer can be reused, the carrier raw material is non-renewable and causes environmental pollution for wasting. The method provided by the invention has the advantages of reaction under room temperature, relax temperature control and simple post-treatment steps, substantially increases product yield and is in favor of development and industrialization of green chemistry technology in hydroxyl butenolide synthesis technology.

Description

technical field [0001] The invention relates to a method for synthesizing hydroxybutenolide (4-hydroxybutenolide, also known as 5-hydroxy-2(5H)-furanone) and its congeners. Background technique [0002] Hydroxybutenolide is an important component of biologically active non-steroidal anti-inflammatory agents such as manoalide, luffariellin, thoreotolide and cacospongiolide, and is also an important component for the synthesis of purslane aldehyde, nucleocin and plant anticancer drug camptophyllum An important intermediate for bases, which is not currently produced on a large scale. [0003] There are many methods for synthesizing hydroxybutenolides reported in the literature, which can be roughly divided into two categories, one is dye-sensitized photooxidation, and the other is metal-catalyzed hydrogen peroxide oxidation. In 1953, Schenck used eosin as a photosensitizer to initiate the oxidation of furan or furan aldehyde in ethanol and light for 9-18 days to prepare 5-hydr...

AI Technical Summary

Problems solved by technology

Most of the photosensitizers used in these methods are methylene blue, rose bengal, porphyrin and fullerene, etc., and the product yield can reach 65%. However, the problems in these methods are that the photosensitizers cannot be recycled, and the reaction products need column Separation and purification by analysis method, long reaction time, low substrate concentration, not large-scale industrialization, etc.

[0008] The above two types of methods for synthesizing hydroxycrotonolactone mainly have the problems that the photosensitizer cannot be recycled and reused, the product purification steps are cumbersome, and the pollution to the environment cannot be eliminated fundamentally, and the metal catalyst is expensive and dangerous , cannot be industrialized on a large scale, etc.

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