Sodium Carbonate → HCID 22002654, compound

Participants

Reaction Conditions

Reaction Steps

A 250 mL round bottom flask was charged with 4,4-dimethyl-2-iodo-2-cyclopenten-1-one from Step 1 (1.59 g, 6.7 mmol), bis(benzontrile)-palladium(II) chloride (235 mg, 0.61 mmol), phenylboronic acid (983 mg, 8.1 mmol), triphenylarsine (308 mg, 1.0 mmol), 2.0 M Na2CO3 (8.4 mL, 16.8 mmol) and benzene (70 mL). The reaction flask was well purged with nitrogen and the reaction was stirred at 80° C. for 2.5 h. The reaction was allowed to cool to r.t., diluted with NH4OAc buffer 25% w/v (100 mL) and extracted with EtOAc. The organic extract was dried over MgSO4 and concentrated in vacuo. The crude product was purified by flash chromatography eluting with 10% EtOAc in hexane to give the title compound as a light yellow syrup.

Provenance & Evidence