Bromobenzene → HCID 12724477, compound

Participants

Reaction Steps

A mixture of 7.9 g (0.050 mole) of bromobenzene in 15 ml tetrahydrofuran was slowly added to a mixture of 34 ml of a solution of n-butyllithium in hexane (1.6 mole/liter, 0.055 mole n-butyllithium) and 40 ml of tetrahydrofuran at -80° C. At -40° C., 4.7 g (0.030 mole) of 3-phenylcyclopent-2-en-1-one in a small amount of tetrahydrofuran, was slowly added to the mixture. The resultant mixture was allowed to reach room temperature. Methanol and water were added. The 1,3-diphenylcyclopentadiene formed was recovered by extraction and crystallization.

Provenance & Evidence