The synthetic method of 1-hydroxyl-3-hydroxymethyladamantane

Abstract

The invention discloses a synthetic method of 1-hydroxyl-3-hydroxymethyl adamantine. The synthetic method comprises the following steps of: 1) preparing an alkaline aqueous solution, and then adding potassium permanganate; adding 1-adamantine in batches to obtain a reaction solution; heating up the reaction solution slowly till the reaction solution becomes brown, and then cooling the reaction solution; adding concentrated acid in room temperature, and mixing the reaction solution to be highly acid; and adding sodium hydrogen sulfite solids, after washing the filtrated white precipitation with water, and vacuumizing to obtain a crude product 1-hydroxyl-3-adamantanecarboxylic acid; and 2) reacting sodium borohydride and zinc chloride in tetrahydrofuran (THF) to generate zinc borohydride, and then dissolving the crude product 1-hydroxyl-3-adamantanecarboxylic acid into the THF, and concentrating to obtain the final product through some steps. According to the invention, a bran-new synthetic method is adopted, so that the yield of the product is improved by the steps of temperature control and aftertreatment in the method.

Description

technical field [0001] The present invention relates to a method for synthesizing adamantane, and more particularly, the present invention relates to a method for synthesizing 1-hydroxy-3-hydroxymethyladamantane. Background technique [0002] The structure of 1-hydroxy-3-hydroxymethyladamantane is as follows: [0003] [0004] At present, the commonly used method for synthesizing 1-hydroxy-3-hydroxymethyladamantane is as follows: adding 1-adamantanecarboxylic acid to the potassium permanganate aqueous solution in batches to obtain a reaction solution, heating up the reaction, and then adding the temperature at room temperature. Concentrated acid, the reaction solution was adjusted to strong acid, then sodium bisulfite solid was added, after filtration, the white precipitate was washed with water, and then dried in vacuo to obtain crude 1-hydroxy-3-adamantanecarboxylic acid; [0005] Add sodium borohydride to THF, then slowly add 1-hydroxy-3-adamantanecarboxylic acid to t...

AI Technical Summary

Problems solved by technology

[0006] In this technology, sodium borohydride is directly used as the reducing agent. The efficiency of sodium borohydride to reduce carboxylic acid is not high, the conversion rate is very low, the reaction temperature is relatively high, and the reaction of raw materials is not complete, which increases the difficulty of product purification.

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