Sodium Carbonate → HCID 131727221, compound

Participants

Reaction Steps

A solution of 4-bromo-4′-(6-hydroxyhexyloxy)biphenyl (3.30 g, 9.5 mmol) from step 2, a 2M-aqueous solution of sodium carbonate (40 ml) and tetrakis(triphenylphosphine)palladium(0) (0.28 g, 0.28 mmol) were mixed in DME (60 ml) under dry nitrogen at room temperature and 2,3-difluoro-octyloxyphenylboronic acid (3.25 g, 11.4 mmol) prepared as described in Example 1 step 4, was added. The stirred reaction mixture was heated under reflux under dry nitrogen overnight until g.l.c. and t.l.c. revealed a complete reaction. The product was extracted into DCM (2×150 ml) and washed with brine, water and dried (MgSO4). The solvent was removed under reduced pressure and the residue was purified by column chromatography [DCM-hexane, 1:1] and recrystallised from ethanol-hexane (1:4) to give a white powder.

Provenance & Evidence