Phenylboronic Acid → 1-Bromo-2-phenylcyclopentene

Participants

Reaction Steps

Following a synthetic procedure which was similar to the one outlined in Step 2 of Example 1, 4.40 g (19.4 mmol) of 1,2-dibromocyclopentene was reacted with 2.0 g (17.7 mmol) of phenylboronic acid (Aldrich). Purification by silica gel chromatography (Waters Prep-500) with hexane gave 1.61 g (42%) of 1-bromo-2-phenylcyclopentene as an oil: NMR (CDCl3) d 2.01-2.10 (m, 2H) , 2.74-2.82 (m, 2H) , 2.82-2.90 (m, 2H) , 7.27-7.33 (m, 1H) , 7.33-7.41 (m, 2H) , 7.57-7.63 (m, 2H) .

Provenance & Evidence