Sodium Carbonate → HCID 71230807, compound

Participants

Reaction Steps

A mixture of 48.4 g (137 mmol) of 4-bromo-5-isobutoxy-6-tertbutyl-2-methylindanone, 25.0 g (205 mmol) of phenylboronic acid, 40.5 g (382 mmol) of Na2CO3, 1.90 g (8.22 mmol, 6 mol %) of Pd(OAc)2, 4.30 g (16.4 mmol, 12 mol %) of PPh3, 180 ml of water, and 520 ml of DME was refluxed for 6 h. Then, this reaction mixture was quenched with water, solvents were evaporated. The residue was dissolved in 500 ml of dichloromethane, this solution was washed with 500 ml of water. The organic layer was separated, the aqueous layer was additionally extracted with 100 ml of dichloromethane. The combined organic extract was evaporated to dryness, the crude product was obtained from the residue by flash chromatography on silica gel 60 (40-63 um; eluent: hexanes-dichloromethane=2:1, vol.). This crude product was re-crystallized from n-hexane to give 40.3 g (84%) as a white solid.

Provenance & Evidence