(3-acrylamidophenyl)boronic acid

3 -Amino benzene succinic acid (0.566 g, 3.65 mmol), Na2C03 (0.67 g, 80.3 mmol) was weighed into 20 ml of a 1:1 ratio of tetrahydrofuran and water, and the mixture was cooled to 0 ° C. Under the stirring, acryloyl chloride (960 mg, 8.06 mmol) was slowly added dropwise. After the completion of the dropwise addition, the mixture was naturally warmed to room temperature for 2 hours. After completion of the reaction, the reaction was terminated by adding 10 mL of water, and the reaction solution was treated with ethyl acetate (20 mL*3). ) extraction, washing once again with saturated NaCl (10 mL), and finally the ester layer was dried over anhydrous Na 2 SO 4 .After concentrating the organic layer, it was purified by column chromatography to give pale yellow solid (0.32 g, 40.1percent).Weigh 3-aminophenylboronic acid 1.37g was placed into the 100 mL standard three-necked round bottom flask, then 30 ~ 40 mL of distilled water was added, and stirred to fully dissolve. Then intoducing nitrogen gas, then placed at 0 ~ 4 C ice bath , 1.92g of the condensing agent 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added, stirred and dissolved, and the pH was adjusted to 4.5 to 5 with 1 mol / L by adding sodium hydroxide. Then weigh acrylic acid 0.72g, using 10 ~ 15mL distilled for dissolving , and then 1mol / L sodium hydroxide was added to adjust the pH to 4.5 ~ 5, added dropwise into the above solution, continue to stir the reaction at 2 ~ 6 C for 3 ~ 4 h. then extracted with ether 3 times, each time the amount of ether was 30 ~ 50 mL, combined ether phase, then added desiccant anhydrous magnesium sulfate. After 4 h of drying , the filtrate was collected and the solvent was removed by steaming to obtain a white solid powder; then 20 to 30 mL of distilled water, the mixture was heated to 50 to 60 C, stirring to dissolved, placed at room temperature 20 ~ 30 C for precipitation crystallization, which was suction filtrated, vacuum dried to obtain white crystalline products.

suzuki reaction

This acrylamide monomer contains a glucose sensitive boronic acid commonly used for intelligent polymers solutions and gels;for drug delivery systems;sensors;actuator systems;and bioreactors.

Molecular Weight:190.99
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:191.0753733
Monoisotopic Mass:191.0753733
Topological Polar Surface Area:69.6
Heavy Atom Count:14
Complexity:220
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes