Bromobenzene → HCID 19601773, compound

Participants

Reaction Steps

To 288.0 mg (1.83 mmol) of bromobenzene in 8 ml of dry THF at -78° C. was added 734 ml (1.83 mmol) of n-BuLi (2.5 M in hexanes). The reaction was stirred for 10 min followed by addition of 400 mg (1.83 mmol) of diketone 14 in 2 ml of dry THF. After stirring for 30 min, the mixture was quenched with saturated aqueous NH4Cl and the products were extracted with EtOAc. The EtOAc extracts were washed with water, brine, dried, filtered, and concentrated to give 420 mg of crude compound 15 which was used in the next step without further purification. TLC (20% EtOAC-80% hexanes) Rf 0.7.

Provenance & Evidence