99627-05-1Relevant academic research and scientific papers
Improved synthesis technology of 3,4,5-trifluorophenol
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Paragraph 0041-0043, (2020/04/29)
The invention discloses a synthesis technology of 3,4,5-trifluorophenol, and belongs to the technical field of organic synthesis. The method comprises the following steps: 3,4,5-trifluorobromobenzeneused as a raw material is lithiated by using n-butyllithium under an ultralow temperature condition, and then reacts with boric acid ester, an alkali is added for quenching to obtain 3,4,5-trifluorophenylborate, the 3,4,5-trifluorophenylborate is oxidized in the presence of hydrogen peroxide, and then undergoes acidolysis to obtain 3,4,5-trifluorophenol, and the obtained 3,4,5-trifluorophenol is simply distilled to obtain the product having a purity reaching 99.9% or above, having a defluorination matter content of below 50 ppm and meeting the requirements of electronic products. The technology adopting lithiation/boronation and the oxidation reaction in a water system has the advantages of mild reaction conditions, few defluorination byproducts, high product purity, and easiness in realization of industrial production.
Synthesis method of 3, 4, 5-trifluorophenol
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Paragraph 0038-0061, (2019/03/28)
The invention discloses a synthesis method of 3, 4, 5-trifluorophenol. The synthesis method includes following steps: taking 3, 4, 5-trifluorobromobenzene as a raw material, adding a certain volume ofammonia water and cuprous complexing catalyst, allowing
A practical method for preparation of phenols from arylboronic acids catalyzed by iodopovidone in aqueous medium
Dong, Bin,Ke, Yanxiong,Lu, Guangying,Ren, Jiangmeng,Ren, Yaoyao,Zeng, Bu-Bing,Zhou, Bin
, (2019/09/06)
A novel and efficient strategy for the ipso-hydroxylation of arylboronic acids to phenols has been developed using inexpensive, readily available, air-stable water-soluble povidone iodine as catalyst and aqueous hydrogen peroxide as oxidizing agent. The reactions were performed at room temperature under metal-, ligand- and base-free condition in a short reaction time. The corresponding substituted phenols were obtained in moderate to good yields by oxidative hydroxylation of arylboronic acids in aqueous medium.
Preparation method of fluorine-containing phenol
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Paragraph 0078; 0080; 0081, (2017/08/29)
The invention provides a preparation method of fluorine-containing phenol. The preparation method comprises the following steps of: a) mixing a copper catalyst, a ligand, alkali, fluorine-containing bromobenzene and tertiary butanol for esterification reaction to obtain fluorine-containing phenyl tertiary butyl ester; and b) mixing the fluorine-containing phenyl tertiary butyl ester obtained in the step a) with concentrated sulfuric acid and water for hydrolysis reaction to obtain the fluorine-containing phenol. Compared with the prior art, the preparation method provided by the invention directly prepares a fluorine-containing phenyl tertiary butyl ester intermediate by adopting tertiary butanol in a breakthrough manner, and then prepares the fluorine-containing phenol through the hydrolysis reaction. The process route is simple and can be continuously operated, the reaction condition is mild, and the conventional cost of raw materials is low, and the method is suitable for industrial production; moreover, the total yield of the fluorine-containing phenol prepared by the preparation method provided by the invention can reach 76% above, and the product purity is 99% above.
A synthetic phenol method of multi-fluoro compounds (by machine translation)
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Paragraph 0029, (2016/10/20)
A synthetic phenol method of multi-fluoro compounds, Chinese the solvent, the compound (I) under the action of the catalyst, the reaction temperature 100-180°C, the reaction pressure of 0.3-2.0 MPa, the reaction time 6-12h react under, and then the step (a) in the reaction materials of the formula (II) compound of a post-processing, the process yield can be up to 80% or more, is far higher than the yield of the process the obtained in the past, to achieve product purity 99.5% or more, good color appearance, with mild reaction conditions, high yield, low cost and environment-friendly and the like. (by machine translation)
Continuous-flow synthesis of functionalized phenols by aerobic oxidation of grignard reagents
He, Zhi,Jamison, Timothy F.
supporting information, p. 3353 - 3357 (2014/04/03)
Phenols are important compounds in chemical industry. An economical and green approach to phenol preparation by the direct oxidation of aryl Grignard reagents using compressed air in continuous gas-liquid segmented flow systems is described. The process tolerates a broad range of functional groups, including oxidation-sensitive functionalities such as alkenes, amines, and thioethers. By integrating a benzyne-mediated in-line generation of arylmagnesium intermediates with the aerobic oxidation, a facile three-step, one-flow process, capable of preparing 2-functionalized phenols in a modular fashion, is established. Putting on airs: Aerobic oxidation of (hetero)aryl Grignard reagents using compressed air proceeds with a gas-liquid continuous-flow system, thus enabling preparation of fucntionalized phenols. By integrating an in-line generation of ArMgBr intermediates with the aerobic oxidation, ortho-functionalized phenols can be assembled. The method demonstrates good functional-group (FG) compatibility, mild reaction conditions, and short reaction times.
Ipso-hydroxylation of arylboronic acids and boronate esters by using sodium chlorite as an oxidant in water
Gogoi, Pranjal,Bezboruah, Pranjal,Gogoi, Junali,Boruah, Romesh C.
supporting information, p. 7291 - 7294 (2013/11/19)
A facile and efficient procedure for the ipso-hydroxylation of arylboronic acids to phenols in water was developed. A series of electron-rich and electron-deficient arylboronic acids were smoothly ipso-hydroxylated with this protocol to afford products in excellent yields. Moreover, the protocol is amenable to boronate esters. In most cases, the phenolic products were obtained in pure form without any chromatographic purification. An efficient procedure for the ipso-hydroxylation of arylboronic acids to phenols in water is reported. A wide range of electronically varied boronic acids are smoothly ipso-hydroxylated with this protocol, which is amenable to boronate esters. The reaction strategy is facile and clean, and the products are obtained in pure form and do not require chromatographic purification. Copyright
