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ChemicalBook CAS DataBase List 4-Acetylbiphenyl
92-91-1

4-Acetylbiphenyl synthesis

15synthesis methods
4-Acetylbiphenyl is a biphenyl compound that can be prepared from an aryl halide or trifluoroborate with an aryl boronic acid and a palladium catalyst by the Suzuki-Miyaura and Buchwald-Hartwig reaction.
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Yield:92-91-1 94%

Reaction Conditions:

Stage #1:4-Hydroxyacetophenone with fluorosulfonyl fluoride;potassium carbonate in ethanol;water at 20; for 4 h;
Stage #2:phenylboronic acid with potassium carbonate;palladium dichloride in ethanol;water at 20; for 6 h;

Steps:

7 Example 7: Preparation of 4-acetylbiphenyl
In the air, add 1mmol of 4-acetylphenol, 3mmol of potassium carbonate,4mL of 50percent ethanol aqueous solution was added to a 10mL flask, and sulfonyl fluoride gas was slowly introduced,The reaction was stirred magnetically at room temperature. After 4 hours of reaction, 1mmol of phenylboronic acid,3mmol potassium carbonate, 0.1mmol palladium chloride, continue to react at room temperature for 6 hours,After the reaction is over, add 20mL saturated saline to quench the reaction,The reaction mixture was extracted with 40 mL of ethyl acetate to extract the reaction product, and the organic phases were combined,The filtrate is concentrated and separated by column chromatography to obtain the final product.The structure of the product was identified by hydrogen nuclear magnetic resonance spectroscopy and mass spectrometry, and the separation yield reached 94percent.

References:

Zunyi Medical University;Li Xinmin;Zhang Tingting;Hu Rui;Yuan Zeli CN111362805, 2020, A Location in patent:Paragraph 0035-0037

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