Method for synthesizing 6-chloro-1-hexanol by taking 1,6-hexanediol and cyanuric chloride as raw materials

Abstract

The invention relates to the field of organic synthesis, and discloses a method for synthesizing 6-chloro-1-hexanol by using 1,6-hexanediol and cyanuric chloride as raw materials, wherein the method comprises the following steps: 1) dissolving cyanuric chloride in a solvent A, stirring to react, and obtaining a solution for later use after the reaction is finished; 2) preparing 1,6-hexanediol or asolution thereof; 3) slowly dropwise adding the solution obtained in the step (1) into the 1,6-hexanediol or the solution thereof obtained in the step (2), carrying out heat preservation reaction after dropwise adding is finished, filtering reaction liquid after the reaction is finished, rinsing a filter cake by using a solvent B, and collecting filtrate; 4) rectifying the filtrate obtained in the step 3 to prepare the finished product. According to the method, 1,6-hexanediol and cyanuric chloride are used as raw materials to synthesize 6-chloro-1-hexanol, the raw materials are cheap and easyto obtain, the purity of the obtained product can reach 99% or above, the yield can reach 95% or above, the reaction condition is mild, aftertreatment is simple, and the method is more suitable for large-scale industrial application.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a method for synthesizing 6-chloro-1-hexanol by using 1,6-hexanediol and cyanuric chloride as raw materials. Background technique [0002] In the prior art, there are many methods for synthesizing 6-chloro-1-hexanol, the most important of which is to use 1,6-hexanediol as a raw material and replace it with a chlorinated reagent. The main methods are: [0003] (1) Select molybdenum hexacarbonyl as the catalytic reagent and carbon tetrachloride as the chlorinating reagent (Khusnutdinov; Shchadneva; Burangulova; Muslimov; Dzhemilev Russian Journal of Organic Chemistry, 2006 , vol. 42, # 11 p. 1615 - 1621) . It is reported in the literature that the yield of 6-chloro-1-hexanol synthesized by this method is relatively high, but its disadvantage is that molybdenum hexacarbonyl is expensive and has few suppliers. At the same time, carbon tetrachloride is highly toxic and is a suspecte...

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Problems solved by technology

It is reported in the literature that the yield of 6-chloro-1-hexanol synthesized by this method is relatively high, but its disadvantage is that molybdenum hexacarbonyl is expensive and has few suppliers. At the same time, carbon tetrachloride is highly toxic and is a suspected human carcinogen. , is one of my country's environmental priority control substances, so under the above-mentioned unfavorable factors, the above-mentioned method is not suitable for large-scale industrial production

[0004] (2) Concentrated hydrochloric acid is used as the chlorination reagent (US5237113, 1993, A). The disadvantage of this method is that the yield is low, only about 82%, and there are more impurities in the reaction process, which generates a large amount of 1,6-di Chlorohexane and condensation products

And the amount of acid waste water produced by this method is relatively large, and the pollution is relatively large, so this method is also not suitable for large-scale industrial production

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