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78650519777
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note
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tBuONO (134 mg, 1.3 equiv), and HOAc (60 mg, 1.0 equiv) were then added in succession by syringe. The resulting reaction mixture was allowed to stir at 90 °C for 8 h. The solution was then concentrated under reduced pressure and the crude residue was purified by flash column chromatography with petroleum ether to give 4-methoxy-4′- methylbiphenyl 3b (152 mg, 77%).
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39
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78650519701
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note
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tBuONO (108 mg, 1.05 equiv), and HOAc (60 mg, 1.0 equiv) were added in succession by syringe and this reaction mixture was stirred for 5 min. Then the solution containing the newly generated diazonium salt was transferred to the above Schlenk round bottle by syringe. In the course of this transfer, another 2 mL DMF was added to the reaction system. The resulting reaction solution was stirred at 90 °C for 10 h. The solution was then concentrated under reduced pressure and the crude residue was purified by flash column chromatography (petroleum ether/EtOAc = 30:1) to afford the product ethyl biphenyl-4-carboxylate 3o (113 mg, 50%).
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