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Preparation method of 2-(trans-4-n-propyl cyclohexyl) propane-1, 3-diol

A technology of n-propyl and cyclohexane, applied in the field of preparation of 2-propane-1,3-diol, can solve problems such as dangerous processes, and achieve the effects of reducing side reactions, low cost and improving the yield of reduction reaction

Pending Publication Date: 2021-08-10
FUYANG XINYIHUA MATERIAL TECH +1
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0003] There are dangerous processes in the synthetic routes of products like 2-(trans-4-n-propylcyclohexyl)propane-1,3-diol disclosed so far

Method used

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  • Preparation method of 2-(trans-4-n-propyl cyclohexyl) propane-1, 3-diol

Examples

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Embodiment 1

[0027] The molar ratio of 1-bromo-4-n-propylcyclohexane, lithium methylate and diethyl malonate is 1:1.1:2, the reaction system is lithium methylate / ethanol, and the amount of substance in the ethanol solution of lithium methylate The concentration is 1.2mol / L.

[0028] Before feeding, make sure that the reactor is clean and dry, protect it with nitrogen, add 392Kg of ethanol to the reactor, start stirring, add 22.6Kg of lithium methoxide into the reactor, start the temperature rise, turn on the reflux device, and control the temperature between 45-50°C 170Kg of diethyl malonate was added dropwise to the reaction kettle using a dropping kettle, and the reaction temperature was controlled between 50-55°C during the dropping process. After the dropping was completed, the stirring was continued for 30 minutes; Add 109Kg of 1-bromo-4-n-propylcyclohexane dropwise to the reactor, and control the reaction temperature between 50-55°C during the dropwise addition. After the dropwise ad...

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Abstract

The invention relates to the technical field of organic synthesis, in particular to a preparation method of 2-(trans-4-n-propyl cyclohexyl) propane-1, 3-diol. The preparation method comprises the steps of (i) carrying out bromination reaction on 4-n-propyl cyclohexanol and phosphorus tribromide to generate 1-bromo-4-n-propyl cyclohexane; (ii) sequentially adding diethyl malonate and 1-bromo-4-n-propyl cyclohexane into the ethanol solution of the lithium methoxide, and carrying out an alkylation reaction to generate 2-(4-n-propyl cyclohexyl)-diethyl malonate; and (iii) sequentially adding 2-(4-n-propyl cyclohexyl)-diethyl malonate, lithium chloride and potassium borohydride into the solvent, carrying out a reduction reaction to generate 2-(4-n-propyl cyclohexyl) propane-1, 3-diol, and carrying out recrystallization to obtain the 2-(trans-4-n-propyl cyclohexyl) propane-1, 3-diol. The method has the advantages of being safe, low in cost, environmentally friendly and suitable for industrial production.

Description

technical field [0001] The application relates to the technical field of organic synthesis, more specifically, it relates to a preparation method of 2-(trans-4-n-propylcyclohexyl)propane-1,3-diol. Background technique [0002] In the liquid crystal industry, it is necessary to prepare liquid crystal mixtures with high resistivity, low power consumption, low driving threshold voltage and low viscosity, such as 2-(trans-4-n-propylcyclohexyl)propane-1,3 - Diols are among the organic materials that have proven suitable as intermediates for the preparation of liquid crystal mixtures. [0003] Dangerous processes exist in the currently disclosed synthetic routes of products similar to 2-(trans-4-n-propylcyclohexyl)propane-1,3-diol. For example, the patent document with the authorized announcement date of April 29, 2015 and the authorized announcement number CN103524305B discloses a preparation method of 1,3-propanediol derivatives. As a starting material, trans-2-(4-n-propylcycl...

Claims

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Application Information

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IPC IPC(8): C07C29/147C07C29/78C07C31/27C07C17/16C07C23/10C07C67/343C07C69/608
CPCC07C17/16C07C67/343C07C29/147C07C29/78C07C2601/14C07B2200/07C07C23/10C07C69/608C07C31/276
Inventor 高翔夏治国郭金涛张健
Owner FUYANG XINYIHUA MATERIAL TECH
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