Diethyl Ether → HCID 86707585, compound

Participants

Reaction Steps

8.85 (64 mmol) sodium metaborate-tetrahydrate are dissolved in 100 ml water, 570 mg (0.794 mmol) bis(triphenylphosphine)palladium(II)chloride, 0.2 ml hydraziniumhydroxide and 10.0 g (39.7 mmol) 3,5-dibromophenol in 100 ml THF are added, and after 5 min a solution of 24.0 g (105 mmol) 4-benzyloxybenzeneboronic acid in 200 ml THF are added. The mixture is heated overnight at reflux, MTB ether is added, the aqueous layer is separated and extracted three times with MTB ether. The combined organic layers are washed with sat. aq. sodium chloride solution and dried over sodium sulfate. The solvent is removed in vacuo and the residue is filtered through silica gel with heptane/toluene (8:2) and recrystallized from ethanol, to give 4,4″-bis-benzyloxy-[1,1′;3′,1″]terphenyl-5′-ol as colourless crystals.

Provenance & Evidence