886536-37-4

Usage

Uses

Used in Organic Synthesis:
4-(2,2,2-Trifluoroethoxy)phenylboronic acid serves as an organic synthesis intermediate, playing a crucial role in the formation of complex organic molecules. Its reactivity allows for the creation of a wide range of chemical entities, facilitating the development of new compounds with potential applications in various fields.
Used in Pharmaceutical Industry:
As a pharmaceutical intermediate, 4-(2,2,2-Trifluoroethoxy)phenylboronic acid is utilized in the development and production of pharmaceuticals. Its unique properties enable the synthesis of novel drug candidates, contributing to the advancement of medicine and the treatment of various diseases.
Used in Laboratory Research and Development:
4-(2,2,2-Trifluoroethoxy)phenylboronic acid is employed in laboratory research and development processes, where it is used to explore its chemical properties and potential applications. This research aids in understanding its behavior in different chemical reactions and contributes to the discovery of new uses and applications.
Used in Chemical Production Process:
In the chemical production process, 4-(2,2,2-Trifluoroethoxy)phenylboronic acid is used to synthesize various chemical products. Its presence in the production process ensures the creation of high-quality products with specific properties, catering to the needs of different industries.

Synthesis

2- (2,2,2-trifluoroethoxy) bromobenzene 2558, isopropyl borate 2448 and methylTetrahydrofuran 1.5L was added to the reaction flask, and the reaction system was cooled to -15 ° C. 500 mL of isopropylmagnesium chloride in tetrahydrofuran (2.0 M) was added dropwise to the above reaction system and the internal temperature was controlled to not more than -10 ° C, and the reaction was kept at a low temperature for 1 hour. After completion of the reaction, 500 mL of 6M aqueous hydrochloric acid solution was added to terminate the reaction and the ρH- = 2 ~ 3 was added, and the mixture was thoroughly stirred and the aqueous phase was extracted with methyltetrahydrofuran (1.5 LX 1). The combined organic layers were washed with saturated brine (1.5 LX 2), and the combined organic layers were dried over anhydrous sodium sulfate and concentrated to give the crude product of 2- (2,2,2-trifluoroethoxy) phenylboronic acid. The crude product was recrystallized from 770 mL of isopropanol and water (10: 1 by volume) to give 187 g of 2- (2,2,2-trifluoroethoxy) phenylboronic acid in a molar yield of 85%.

InChI:InChI=1/C8H8BF3O3/c10-8(11,12)5-15-7-3-1-6(2-4-7)9(13)14/h1-4,13-14H,5H2

Relevant academic research and scientific papers

(2, 2, 2 - trifluoroethoxy) phenyl boronic acid synthetic method of compound (by machine translation)

The invention discloses a (2, 2, 2 - trifluoroethoxy) phenyl boronic acid compound synthesis method. In order to O bromine monofluoro-benzene and its derivative as the starting material, in the alkaline conditions and trifluoro ethanol produced by the reaction of 1 - bromo - 2 - (2, 2, 2 - trifluoroethoxy) benzene and its derivatives, to obtain the product of the metal reagent under the action of the borate reaction to obtain the type III compound 2 - (2, 2, 2 - trifluoroethoxy) phenyl boronic acid and its derivatives. The synthesis route is relatively short, low cost, easy to operate, the yield is high. Can be used for the production of industrial expansion. (by machine translation)

Novel thiophene derivatives, their process of preparation and the pharmaceutical compositions which comprise them

A compound of formula (I) selected from: wherein: X represents oxygen or sulphur, Y represents oxygen, —NH— or —N(C1-C6)alkyl-, Ra represents hydrogen, halogen, (C1-C3)alkyl, hydroxyl or (C1-C3)alkoxy, Rb represents hydrogen, halogen or (C1-C3)alkyl, A represents phenyl, pyridyl, (C5-C6)cycloalkyl or (C5-C6)cycloalkenyl, R1 and R2 each represent a group selected from hydrogen, halogen, cyano, nitro, haloalkyl, haloalkoxy, alkyl, alkenyl, alkynyl, —OR4, —NR4R5, —S(O)nR4, —C(O)R4, —CO2R4, —O—C(O)R4, —C(O)NR4R5, —NR5—C(O)R4, —NR5—SO2R4, -T-CN, -T-OR4, -T-OCF3, -T- NR4R5, -T-S(O)nR4, -T-C(O)R4, -T-CO2R4, -T-O—C(O)R4, -T-C(O)NR4R5, -T-NR4—C(O)R5, -T-NR4—SO2R5, —R6 and -T-R6 in which n, T, R4, R5 and R6 are as defined in the description, R3 represents an —R7 or —U—R11 group in which R7 represents hydrogen, alkyl, aryl, cycloalkyl or heterocycle, U represents a linear or branched alkylene chain and R11 is defined in the description, their optical isomers or their addition salts with a pharmaceutically acceptable acid or base, and their use as inhibitor of metalloproteinase and more specifically of metalloproteinase-12.