Preparation method of 3,5-difluoro biphenyl derivative

A compound and general formula technology, applied in the field of preparation 3, can solve the problems of high cost, large amount of catalyst, and high price

Inactive Publication Date: 2007-01-31
LYNCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] This method uses more expensive 3,5-difluorophenylboronic acid as a raw mate

Method used

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  • Preparation method of 3,5-difluoro biphenyl derivative
  • Preparation method of 3,5-difluoro biphenyl derivative
  • Preparation method of 3,5-difluoro biphenyl derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0056] In a four-necked flask equipped with a stirrer, a thermometer, a reflux condenser and a nitrogen inlet, nitrogen replacement was first performed. Then add 4-propylphenylboronic acid 68g (0.42 mole) under nitrogen protection, toluene 427g (4.63 mole), salt of wormwood 105g (0.76 mole), water 269g (14.93 mole), 3,5-difluorobromobenzene 58g ( 0.3 mol) and ethanol 126g (2.74 mol). Add catalyst Pd(PPh 3 ) 4 0.3g (2.6×10 -4mol) and heated to reflux for 10 hours. After cooling to room temperature, the layers were separated, the aqueous layer was extracted with toluene, and the organic layers were combined. After the organic layer was distilled off the solvent under reduced pressure, 55 g of fractions at 128-132° C. / 1 mmHg were intercepted, with a purity of 99.4% and a yield of 78.6%.

[0057] Infrared spectrum (cm -1 ): 3080, 3028, 2960, 2931, 2872, 1907, 1790, 1624, 1595, 1452, 1338, 1116, 989, 862, 839, 682.

[0058] Mass spectrum (m / z): 232, 203, 188, 183, 164, 138, ...

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Abstract

The present invention relates to a preparation method of 3,5-diflurodiphenyl derivative. Said preparation method includes reaction of difluorohalogeno-benzene and phenyl boric acid under the action of catalyst. Said invention also provides its chemical structural formula.

Description

technical field [0001] The present invention relates to a preparation method of 3,5-difluorobiphenyl derivatives shown in formula I, more specifically to a method for preparing 3,5-difluorobiphenyl derivatives using difluorohalobenzene and phenylboronic acid as raw materials . [0002] Background technique [0003] 3,5-Difluorobiphenyl derivatives are important intermediates of liquid crystal materials, which can be used as raw materials to produce a variety of liquid crystals with good viscosity coefficient, dielectric coefficient and optical direction difference, wide range of mesophase region and ultraviolet and Liquid crystal material with good thermal stability. [0004] There are many methods for preparing biphenyl derivatives, among which Suzuki coupling reaction (N.Miyaura, T.Yanagi and A.Suzuki., Synth.Commun.1981, 11(7), 513-519) is more commonly used. The reaction formula and conditions are as follows. [0005] [0006] The Suzuki reaction has the charact...

Claims

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Application Information

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IPC IPC(8): C07C23/18C07C1/32C07C1/26
Inventor 陈荣业杨群山
Owner LYNCHEM
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