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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
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化学
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JoVE 杂志 化学
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

DOI:
10.3791/64571-v

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08:56 min

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November 30, 2022

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, , , ,
1C. Eugene Bennett Department of Chemistry,West Virginia University

Chapters

  • 00:04Introduction
  • 00:52Synthesis of 4-Isobutylstyrene by Suzuki Cross-Coupling of 1-Bromo-4-Isobutylbenzene and Vinylboronic Acid Pinacol Ester
  • 03:17Benchtop Large-Scale Synthesis of Bora-Ibuprofen
  • 06:30Results: Characterization of 4-Isobutylstyreneand Bora-Ibuprofen Using 1H, 13C,and 11B NMR Spectroscopy
  • 08:15Conclusion

Summary

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The present protocol describes a detailed benchtop catalytic method that yields a unique borylated derivative of ibuprofen. 

Tags

Suzuki Cross-couplingAlkene BoracarboxylationBora-ibuprofen4-isobutylstyrenePalladium TetrakistriphenylphosphineAnhydrous Potassium CarbonateBromo-4-isobutylbenzeneAnhydrous TetrahydrofuranVinylboronic Acid Pinacol EsterThin-layer ChromatographyDichloromethaneBrineSodium SulfateBuchner Funnel

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