Synthetic method of 1,9-decadiene

Abstract

The invention discloses a synthetic method of 1,9-decadiene. The synthetic method comprises steps as follows: 1), higher aliphatic acid and a catalyst are uniformly stirred and mixed and then are heated to 340-360 DEG C, 1,10-decanediol is continuously dropwise fed, and continuous discharge is realized in a rectification mode; 2), a discharged material obtained in the step 1) is subjected to normal-pressure rectification, and 1,9-decadiene is obtained. The synthetic method further comprises a circular reaction in the step 3) as follows: bottom residues produced through normal-pressure rectification in the step 2) are mixed with 1,10-decanediol, a mixture replaces 1,10-decanediol in the step 1), a residual mixed solution formed after the reaction of the step 1) replaces a mixed bottom material in the step 1), and the circular reaction is performed according to the step 1). The method is adopted to synthesize 1,9-decadiene and has the characteristics of simple process, mild reaction conditions, low production cost, high reaction rate, high yield and the like.

Description

technical field [0001] The invention relates to a method for synthesizing organic compounds, in particular to a method for synthesizing 1,9-decadiene. Background technique [0002] 1,9-Decadiene, which has the formula C 10 h 18 , whose structural formula is shown in S-1, and the pure product is a colorless liquid. As an important organic intermediate, this compound is widely used in organic synthesis. [0003] [0004] At present, the synthesis methods of 1,9-decadiene mainly consist of the following types: [0005] 1. Using the patent US20140155666 report: using unsaturated fatty acid 10-undecylenic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, a decarboxylation reaction occurs, and the yield of 1,9-decadiene is only 59%, and the catalyst is expensive and the production conditions are complicated. [0006] 2. Using literature (Synthesis, 2012, 44(19): 3003-3005) report: using dodecanedioic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, the deca...

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Problems solved by technology

[0005] 1. Using the patent US20140155666 report: using unsaturated fatty acid 10-undecylenic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, a decarboxylation reaction occurs, and the yield of 1,9-decadiene is only 59%, and the catalyst is expensive and the production conditions are complicated

[0006] 2. Using literature (Synthesis, 2012, 44(19): 3003-3005) report: using dodecanedioic acid as raw material, PdCl 2 (PPh 3 ) 2 As a catalyst, decarboxylation reaction occurs above 190 ° C, and the yield of 1,9-decadiene is only 55%. Like the above method, the production cost is high and the reaction conditions are complicated

However, the reaction pressure of this method is high (the pressure is about 8 bar), and the catalyst is complex

[0009] None of the above four methods directly use 1,10-decanediol as a raw material, and there is no literature report on the existing 1,9-decadiene preparation method directly using 1,10-decanediol as a raw material

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