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Preparation method of trans-4-(trans-4-alkylcyclohexyl) cyclohexanecarboxaldehyde

A technology of cyclohexane and cyclohexyl, which is applied in the field of preparation of trans-4-cyclohexane formaldehyde, can solve the problems that affect the production cost and application prospect of the product, it is difficult to remove key impurities, and the total process takes a long time. Reduced product purification process, improved atom utilization, and simple synthetic route

Pending Publication Date: 2021-09-10
山东盛华电子新材料有限公司 +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the following collectively referred to as the route is mainly used, the synthesis route has many reaction steps, the synthesis route is long, and the total process takes a long time, resulting in high time cost; in the synthesis process, chloromethyl ether triphenylphosphine salt is used, and the atom utilization rate is low; the reaction Key impurities that are difficult to remove and difficult to purify, directly affect the production cost and application prospect of the product

Method used

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  • Preparation method of trans-4-(trans-4-alkylcyclohexyl) cyclohexanecarboxaldehyde
  • Preparation method of trans-4-(trans-4-alkylcyclohexyl) cyclohexanecarboxaldehyde
  • Preparation method of trans-4-(trans-4-alkylcyclohexyl) cyclohexanecarboxaldehyde

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Embodiment 1

[0025] Embodiment 1, a kind of preparation method of trans-4-(trans-4-propyl cyclohexyl) cyclohexanecarbaldehyde comprises the following steps:

[0026] S1: (4-propyl-cyclohexyl)-benzene reacts with carbon monoxide in the catalyst anhydrous aluminum chloride to generate 4-(4-propyl-cyclohexyl)-benzaldehyde;

[0027]

[0028] Into a 1L reaction vessel, add 50g of (4-propyl-cyclohexyl)-benzene, 250ml of o-xylene, add 5-6 drops of concentrated hydrochloric acid, 33g of catalyst anhydrous aluminum trichloride, cool down to 0°C, under 1MPa React after feeding carbon monoxide gas under pressure. After the aeration reaction reaches the set time, vent the tail gas to normal pressure, take out the reaction solution and pour it into a beaker filled with 300mL crushed ice water, stir to make it hydrolyzed. The compound 4-(4-propyl-cyclohexyl)-benzaldehyde 54g was obtained through liquid separation, water washing, drying and distillation;

[0029] S2: 4-(4-propyl-cyclohexyl)-benzalde...

Embodiment 2

[0042] Embodiment 2, a kind of preparation method of trans-4-(trans-4-butylcyclohexyl) cyclohexanecarbaldehyde comprises the following steps:

[0043] S1: (4-butyl-cyclohexyl)-benzene reacts with carbon monoxide in the catalyst anhydrous aluminum chloride to generate 4-(4-butyl-cyclohexyl)-benzaldehyde;

[0044]

[0045] Into a 1L reaction vessel, add (4-butyl-cyclohexyl)-benzene 53.5g, o-xylene 250ml, add 5-6 drops of concentrated hydrochloric acid, catalyst anhydrous aluminum trichloride 33g, cool to 0°C, React after feeding carbon monoxide gas under 1MPa pressure. After the aeration reaction reaches the set time, vent the tail gas to normal pressure, take out the reaction solution and pour it into a beaker filled with 300mL crushed ice water, stir to make it hydrolyzed. The compound 4-(4-butyl-cyclohexyl)-benzaldehyde 57.3g was obtained through liquid separation, water washing, drying and distillation;

[0046] S2: 4-(4-butyl-cyclohexyl)-benzaldehyde reacts with ethyle...

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Abstract

The invention discloses a preparation method of trans-4-(trans-4-alkyl cyclohexyl) cyclohexanecarboxaldehyde, and belongs to the technical field of liquid crystal intermediate synthesis methods. The preparation method comprises the following steps: by taking (4-alkyl cyclohexyl) benzene as an initial raw material, carrying out carbonylation reaction, aldehyde group protection hydrogenation and deprotection to obtain the trans-4-(trans-4-alkyl cyclohexyl) cyclohexanecarboxaldehyde. The preparation method of the compound is simple, and the purposes of shortening the route, simplifying post-treatment and saving working hours and cost are achieved.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal intermediate synthesis methods, and in particular relates to a preparation method of trans-4-(trans-4-alkylcyclohexyl)cyclohexanecarbaldehyde. Background technique [0002] In recent years, liquid crystal materials that can meet the requirements of wide temperature range and high response speed of liquid crystal displays have become the focus of attention of domestic and foreign enterprises, and bicyclic liquid crystal materials with low viscosity, high thermal, optical, electrical and chemical stability have become the focus of research and have been widely used In TFT-LCD. Liquid crystal intermediate trans-4-(trans-4-alkylcyclohexyl)cyclohexanecarbaldehyde is an important liquid crystal intermediate material, its quality not only affects the cost of monomer liquid crystal materials, but also affects The display effect of the display device (response speed, refresh rate, color saturation,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/59C07C45/67C07C47/34C07D317/12C07C45/50C07C47/546
CPCC07C45/59C07C45/67C07D317/12C07C45/505C07C2601/14C07B2200/07C07C47/546C07C47/34
Inventor 王德贤程秀红董兆恒李强李永刚接耀辉
Owner 山东盛华电子新材料有限公司
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