Hydrochloric Acid → HCID 10738661, compound

Participants

Reaction Steps

Butyllithium (6 ml, 1.6 M in hexanes, 9.6 mmol) was added dropwise to a solution of 4-bromo-4′-(dodecyloxy)biphenyl (4 g, 9.6 mmol) in THF (tetrahydrofuran) (150 mL) under N2 at −78° C. with stirring. Stirring was continued for 1 h and trimethyl borate (3 g, 28.8 mmol) was added. The resulting mixture was warmed to room temperature overnight, acidified with HCl (2 M, 100 mL), extracted with EtOAc (3×200 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was filtered through a short plug of silica using EtOAc (0-100% gradient in DCM) as eluent. The solvent was removed under reduced pressure and the residue washed with hexane to give the title compound (0.84 g, 23%) as a colourless powder.

Provenance & Evidence