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Synthesis method of 1-fluoro-3-[2-(trans-4-alkyl cyclohexyl)ethyl]benzene

A synthesis method and technology of alkyl rings, applied in chemical instruments and methods, preparation of halogenated hydrocarbons, organic chemistry, etc., to achieve mild reaction conditions, high overall yield, and improved product purity

Active Publication Date: 2014-07-16
XIAN CAIJING OPTO ELECTRICAL SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] The technical problem to be solved by the present invention is to overcome the problems existing in the existing 1-fluoro-3-[2-(trans-4-alkylcyclohexyl)ethyl]benzene synthesis method, and to provide a method with few reaction steps and low cost Synthetic method of 1-fluoro-3-[2-(trans-4-alkylcyclohexyl) ethyl]benzene with no pollution, high purity and simple operation

Method used

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  • Synthesis method of 1-fluoro-3-[2-(trans-4-alkyl cyclohexyl)ethyl]benzene
  • Synthesis method of 1-fluoro-3-[2-(trans-4-alkyl cyclohexyl)ethyl]benzene
  • Synthesis method of 1-fluoro-3-[2-(trans-4-alkyl cyclohexyl)ethyl]benzene

Examples

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Embodiment 1

[0028] Taking the synthesis of 1-fluoro-3-[2-(trans-4-n-propylcyclohexyl)ethyl]benzene as an example, the synthesis method is as follows:

[0029] 1. Under nitrogen protection at a flow rate of 0.6mL / min, add 0.8g (33.6mmol) of magnesium powder and 20mL of anhydrous ether into a 150mL three-necked flask equipped with a stirrer, a condenser, and a constant pressure funnel. Add the mixed solution of 6.35g (29.2mmol) 1-(trans-4-n-propylcyclohexyl)-2-bromomethane and 15mL anhydrous ether in the funnel, first 2mL mixed solution is added dropwise in the three-necked flask, and to Add 1 grain of iodine into the three-necked flask, heat the three-necked flask to trigger the reaction between the magnesium powder and 1-(trans-4-n-propylcyclohexyl)-2-bromomethane, drop the remaining mixed solution, and then heat the three-necked flask with an oil bath The flask was heated up to 34° C. and refluxed for 1.5 hours to prepare a Grignard reagent; the Grignard reagent was added dropwise to 3.4...

Embodiment 2

[0033] Taking the synthesis of 1-fluoro-3-[2-(trans-4-n-ethylcyclohexyl)ethyl]benzene as an example, the synthesis method is as follows:

[0034] In Example 1, the 1-(trans-4-n-propylcyclohexyl)-2-bromomethane used was replaced with equimolar 1-(trans-4-n-ethylcyclohexyl)-2-bromomethane, other steps Same as in Example 1, 1-fluoro-3-[2-(trans-4-n-ethylcyclohexyl) ethyl]benzene was obtained, and analyzed by gas chromatography, its purity was 99.5%, and the total yield was 68.7% %.

Embodiment 3

[0036] Taking the synthesis of 1-fluoro-3-[2-(trans-4-n-butylcyclohexyl)ethyl]benzene as an example, the synthesis method is as follows:

[0037] In Example 1, the 1-(trans-4-n-propylcyclohexyl)-2-bromomethane used is replaced with equimolar 1-(trans-4-n-butylcyclohexyl)-2-bromomethane, other steps and implementation Same as Example 1, 1-fluoro-3-[2-(trans-4-n-butylcyclohexyl)ethyl]benzene was obtained, the purity was 99.6% and the total yield was 67.4% through gas chromatography analysis.

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Abstract

The invention discloses a synthesis method of 1-fluoro-3-[2-(trans-4-alkyl cyclohexyl)ethyl]benzene. The synthesis method comprises the following steps: performing grignard reaction on fluorobenzaldehyde used as a raw material and a grignard reagent prepared from 1-(trans-4-alkyl cyclohexyl)-2-bromethane, dewatering to obtain 1-fluoro-3-[2-(trans-4-alkyl )vinyl]benzene, and then performing catalytic hydrogenation to obtain the 1-fluoro-3-[2-(trans-4-alkyl cyclohexyl)ethyl]benzene. The synthesis method is simple in operation, less in reaction step, wild in reaction condition, free from pollution and low in raw material cost; the prepared 1-fluoro-3-[2-(trans-4-alkyl cyclohexyl)ethyl]benzene is high in purity, and total yield is up to 63-70%; and the synthesis method is applicable to industrial production.

Description

technical field [0001] The invention belongs to the technical field of polycyclic halogenated aromatic hydrocarbons, in particular to a method for synthesizing 1-fluoro-3-[2-(trans-4-alkylcyclohexyl)ethyl]benzene used in liquid crystals. Background technique [0002] Liquid crystal displays have the characteristics of flat panels, low power consumption, light weight, and no radiation, and are widely used in the field of information display. As one of the key materials of liquid crystal display, liquid crystal material generally needs to meet the temperature range of -20 ~ 100 ℃ to realize driving display, and suitable birefringence, dielectric anisotropy, resistivity, low viscosity to ensure fast response, High chemical stability. [0003] A single liquid crystal compound cannot meet the above requirements, and a mixed liquid crystal obtained by mixing 8 to 20 liquid crystal monomers is actually used. Commonly used liquid crystal monomers mainly include ester liquid crysta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/354C07C25/18
Inventor 安忠维陈然陈新兵陈沛
Owner XIAN CAIJING OPTO ELECTRICAL SCI & TECH
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