Tetrabutylammonium Fluoride → 3-Bromo-4-ethynylbiphenyl

Participants

Reaction Steps

1.99 mL (1.99 mmol) of a 1M tetrabutylammonium fluoride solution in THF is added batchwise at 5° C. to a solution of 495 mg (1.33 mmol) of (3-bromobiphenyl-4-ylethynyl)-tert-butyldimethylsilane in 8 mL of anhydrous THF. The reaction mixture is stirred for another 30 minutes at ambient temperature and evaporated down. The residue is combined with diethyl ether and water and the organic phase is dried over sodium sulfate. Yield: 0.34 g (99% of theory); C14H9Br (M=257.12); calc.: molecular ion peak (M−H)−: 255/257 (Br); found: molecular ion peak (M−H)−: 255/257 (Br).

Provenance & Evidence