Novel method for preparing high-proportion trans, trans-4-(4'-alkyl cyclohexyl) cyclohexyl alcohol liquid crystal intermediate compound

A technology for alkyl rings and compounds, which is applied in the field of compound preparation, can solve problems such as unfavorable industrial production, no mention of cyclohexanol preparation, and difficulties in realization, and achieve suitable processing methods, short process routes, and high-quality products Effect

Active Publication Date: 2013-04-24
YANTAI DERUN LIQUID CRYSTAL MATERIALS
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] In the patent US 4,629,581, it is mentioned that alkyl cyclohexyl ketone is reacted in the presence of metal lithium, liquid ammonia, and ethanol, and then hydrolyzed to obtain trans alkyl cyclohexanol - there is only one reaction formula, and there is no yield According to the detailed figures, according to the analysis of the raw materials listed, the reaction should be carried out at about -50 degrees, and the liquid ammonia needs to be recycled and reused. Therefore, it is more difficult to realize and is not conducive to the realization of industrial production. At the same time, There is no mention of the preparation of trans-bicyclic cyclohexanol in the paper

Method used

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  • Novel method for preparing high-proportion trans, trans-4-(4'-alkyl cyclohexyl) cyclohexyl alcohol liquid crystal intermediate compound
  • Novel method for preparing high-proportion trans, trans-4-(4'-alkyl cyclohexyl) cyclohexyl alcohol liquid crystal intermediate compound

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Embodiment 1

[0035] This embodiment is the preparation of trans, trans-4-(4'-propylcyclohexyl)cyclohexyl alcohol (I-1):

[0036] Add 44.4g (0.2mol) trans-4-propylcyclohexyl cyclohexyl ketone, 120ml tetrahydrofuran (organic solvent A) in the three-necked flask, and install a stirrer, constant pressure dropping funnel, thermometer, and use ice on the outside of the three-necked flask Lower the temperature of the brine, add a solution of 5.7g (0.15mol) sodium borohydride and 100ml absolute ethanol (organic solvent B) to the constant pressure dropping funnel, control the temperature below 5°C, and start adding sodium borohydride and absolute ethanol dropwise Add the solution dropwise for about one hour, after the addition is complete, keep the temperature for another 3 hours; when the temperature is 0°C, quickly add a mixture of 26.7g (0.2mol) aluminum trichloride and 200ml dichloromethane, at 0°C-- Transposition reaction at 5°C for 2 hours; add dropwise a solution of 20ml hydrochloric acid an...

Embodiment 2

[0038] This embodiment is the preparation of trans, trans-4-(4'-propylcyclohexyl)cyclohexyl alcohol (I-1):

[0039] The preparation process is the same as in Example 1, except that the sodium borohydride reducing agent in Example 1 is replaced by potassium borohydride to prepare the target product (I-1).

[0040] The experimental results are as follows: the melting point of the product is 41.8°C, the purity is ≥99.8%, and the product yield is 83%.

Embodiment 3

[0042] This embodiment is the preparation (I-2) of trans, trans-4-(4'-pentylcyclohexyl) cyclohexyl alcohol:

[0043] The preparation process is the same as in Example 1, except that the trans-4-pentyl cyclohexyl cyclohexyl ketone is used to replace the trans-4-propyl cyclohexyl cyclohexyl ketone raw material in Example 1 to prepare the target product ( I-2).

[0044] The experimental results are as follows: the melting point of the product is 45.3°C, the purity is ≥99.8%, and the product yield is 86%.

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Abstract

The invention relates to a method for preparing a high-proportion trans, trans-4-(4'-alkyl cyclohexyl) cyclohexyl alcohol liquid crystal intermediate compound. The method comprises the following steps of: dissolving trans-4-alkyl cyclohexyl cyclohexyl ketone in an organic solvent (A); dissolving reductant boron hydride in an organic solvent (B); mixing the two obtained mixed solution; carrying out reduction reaction; carrying out transposition reaction by using Lewis acid; then carrying out acid hydrolysis; carrying out extraction by using a solvent; merging organic phases; washing the solution until the pH value is 7; adding desiccant to dry obtained products; removing the desiccant by filtration; and removing the solvent under low vacuum to obtain the high-proportion trans, trans-4-(4'-alkyl cyclohexyl) cyclohexyl alcohol liquid crystal intermediate compound. The method is simple in process and high in yield, and is favorable for realizing scale production.

Description

technical field [0001] The present invention relates to a new preparation method of a liquid crystal intermediate compound, more specifically to a new preparation method of a trans, trans-4-(4'-alkylcyclohexyl) cyclohexyl alcohol liquid crystal intermediate compound, belonging to the compound Preparation technology field. Background technique [0002] Thin film transistor liquid crystal display (TFT-LCD) is the most important type of liquid crystal display (LCD). Its output value and influence occupy a pivotal position in the LCD family and are widely used in televisions, notebook computers, monitors, and mobile phones. And other aspects, and now, LCD TV has become the mainstream of the market. [0003] Liquid crystal material is one of several major materials constituting a liquid crystal display (LCD), and liquid crystal material plays a very important role in it, and with different display modes, the required liquid crystal material is also different. In order to meet t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C35/08C07C29/143
Inventor 于克吉臧崇琴季进山于青春
Owner YANTAI DERUN LIQUID CRYSTAL MATERIALS
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