A kind of synthetic method of 2-nitrophenylboronic acid

A technology of nitrophenylboronic acid and a synthesis method, which is applied in the field of chemical organic synthesis, can solve the problems of low reaction yield, expensive raw materials, unsuitable for industrial production and the like, achieves high product purity, less isomers, and reduces production cost effect

Active Publication Date: 2017-01-11
杭州拜善晟生物科技有限公司
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Problems solved by technology

[0008] Method 2: See the literature Journal of Organic Chemistry; vol.79; nb.21; (2014); p.10568–10580, mix 2-nitroaniline and tetrahydroxydiboron in water, add hydrogen chloride and nitrous acid in sequence Sodium, sodium acetate reaction obtains product, and final reaction molar yield has only 28%, and this method reaction yield is low, and raw material price is more expensive, is not suitable for industrialized production, and synthetic route is:

Method used

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  • A kind of synthetic method of 2-nitrophenylboronic acid
  • A kind of synthetic method of 2-nitrophenylboronic acid
  • A kind of synthetic method of 2-nitrophenylboronic acid

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Embodiment 1

[0028] Dissolve phenylboronic acid (122g, 1mol) in acetic anhydride (15mol) solution, stir, add nitric acid (126g, 2mol) and ammonium nitrate (1.2g, 0.015mol) dropwise respectively, control the reaction temperature at 0°C, after the reaction is complete Poured into ice water, concentrated to a small volume, cooled, let stand until solid precipitated, filtered, washed with ice water, collected product 164.4g, molar yield 98.4%, HPLC greater than 99.5%.

Embodiment 2

[0030] Mix phenylboronic acid (122g, 1mol) with formic acid acetic anhydride (7mol) in a certain proportion, add nitric acid (189g, 3mol) and potassium nitrate (0.03mol) dropwise respectively, control the reaction temperature to 30 degrees, stir, pour over after the reaction is complete Pour into ice water, concentrate to a small volume, cool, let stand until solid precipitates, filter, wash with ice water, collect 163.8g of product, molar yield 98.1%, HPLC greater than 99.5%.

Embodiment 3

[0032] Mix phenylboronic acid (122g, 1mol) with chloroform (12mol) in a certain proportion, add nitric acid (126g, 2mol) and methyl urea (0.01mol) dropwise respectively, control the reaction temperature at 50 degrees, stir, and pour into Concentrate in ice water to a small volume, cool, let stand until solid precipitates, filter, wash with ice water, collect product 164.8g, molar yield 98.7%, HPLC greater than 99.5%.

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Abstract

The invention provides a synthetic method of 2-nitro phenyl boric acid. The synthetic method of 2-nitro phenyl boric acid comprises the step of carrying out reaction on phenyl boric acid and nitric acid in presence of an organic solvent and a catalyst. The synthetic method of 2-nitro phenyl boric acid has the advantages that price of recycled materials is low, reaction selectivity is high, isomers in the obtained 2-nitro phenyl boric acid are less, and product purity is high.

Description

technical field [0001] The invention belongs to the field of chemical organic synthesis, in particular to a synthesis method of an organic compound 2-nitrophenylboronic acid. [0002] technical background [0003] The structural formula of 2-nitrophenylboronic acid is: It is one of the raw materials for the synthesis of organic light-emitting diode displays. [0004] Organic Light-Emitting Diodes Display (OLED for short) has become an indispensable household appliance, and because the OLED display has no viewing angle limitation, low manufacturing cost, and high response speed (about a hundred times higher than that of liquid crystal) , power saving, self-illumination, DC drive that can be used in portable machines, wide operating temperature range, and light weight. Therefore, organic light-emitting diode displays are expected to replace liquid crystal displays and become a new generation of flat-panel displays. OLED is expected to be released in 2017. The market size wil...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02
Inventor 杨叶伟江世坤王喆明
Owner 杭州拜善晟生物科技有限公司
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