Method of preparing zeitin compound by applying ionic liquid

Abstract

The invention relates to a method of preparing a zeitin compound by applying ionic liquid. According to the method, isoprene is used as a starting material to carry out a one-pot reaction in the ionic liquid, i.e., (E)-4-(phthalimide)-2-methyl-2-butenyl acetate is obtained through bromination, selective nitrogen substitution as well as acetoxy substitution reaction, and then (E)-4-hydroxy-3-methyl-2-butenyl amine is obtained through hydrazinolysis and the zeitin compound is conveniently obtained through continuous reaction. The method disclosed by the invention has the advantages of being simple in synthesis route, green and environment-friendly, easy for industrialization, low in product cost as well as high in product purity at the same time, and the like.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a method for preparing zeatin compounds using ionic liquids. Background technique [0002] At the beginning of the 20th century, German botanist G. Haberlandt smashed plant phloem cells and placed them on the wound of potato tubers, and found that the parenchyma cells near the wound had split. In the 1940s, J.van.Overbeek, a plant physiologist in the United States, found that coconut milk (the endosperm of coconut) can stimulate the growth of Daturastramonium immature embryos cultured in vitro. They speculate that there are growth-promoting substances in coconut milk that are different from any known hormones. In the early 1950s, Miller et al. cultivated the parenchyma of tobacco plants in the laboratory. They found that parenchyma can grow into tumor-like clusters of cells called callus in vitro. Callus cells are generally larger, but do not divide. Sometimes the nucleus div...

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Problems solved by technology

[0012] Li Yu and others have also considered using aceguvaldehyde dimethyl acetal to synthesize zeatin and dihydrozeatin as starting materials, but in the process, multiple reductions with lithium aluminum hydride, sodium borohydride, etc. are required, and the operation is complicated and the cost is high. It is also difficult to achieve industrialization

[0013] A method for preparing zeatin and its derivatives using isoprene as a starting material. The route is relatively simple, and the raw materials are cheap and easy to obtain. However, the typical liver poison carbon tetrachloride is used as a solvent in the process, and the dropwise addition of bromine The process is very long and the pollution is serious; at the same time, the selectivity of the N substitution reaction is poor and there are many side reactions, so it is necessary to use column chromatography to separate the pure product at the end or during the preparation process

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