Benzyl Bromide → HCID 131722569, compound

Participants

Reaction Conditions

Reaction Steps

A 1.0 L double-walled reactor, provided with baffles, condenser, top stirrer, thermometer and dropping funnel equipped with a nitrogen inlet was charged with ALIQUAT 336 (8.1 g, 20 mmol), benzylbromide (62.9 g, 0.37 mol) and freshly cracked cyclopentadiene (11.9 g, 0.18 mol). A 50 wt. % NaOH aqueous solution (149 g) was then added via the dropping funnel to the turbulently stirred reaction mixture. The reaction mixture was cooled with water during the addition of the base. After 0.5 hour, the reaction mixture was heated 40° C. After 4 hours, stirring was stopped and the phases separated, the aqueous basic solution was isolated, removed and replaced with a fresh 50 wt. % NaOH solution (146 g). After 0.5 hours of stirring at 40° C., the stirring was stopped, the layers separated and the product was distilled at reduced pressure. After vacuum distillation, 45.0 g of di-(benzyl)cyclopentadiene were obtained. Characterization of the product took place with the aid of GC, GC-MS, 13C- and 1H-NMR.

Provenance & Evidence