Sodium Carbonate → HCID 22273801, compound

Participants

Reaction Steps

0.6 g (1.54 mmol) of (±)-1-bromo-7-[(4-phenylpiperidin-1-yl)carbonyl]-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one were dissolved in 5 mL of toluene under a nitrogen atmosphere, then 54 mg (0.016 mmol) of Pd(PPh3)4 were added, followed by 1.5 mL of 2M Na2CO3 solution and 225 mg (1.85 mmol) of benzeneboronic acid dissolved in 2 mL of MeOH. The resulting heterogeneous mixture was refluxed for 8 h under vigorous stirring, then after cooling it was taken up with CH2Cl2 and water. 8 mL of 2M Na2CO3 solution and 1 mL of conc. NH4OH were added, the organic layer was collected and dried, the solvent was removed in vacuo, yielding 660 mg of the title product which was used without further purification.

Provenance & Evidence