Formic Acid → HCID 86668274, compound

Participants

Reaction Steps

2,5-norbornadiene (2.6 g, 28.2 mmol) and p-diiodobenzene (1.5 g, 4.55 mmol) were dissolved in 5 mL of N,N-dimethylformamide (DMF). To the resulting solution were added 2.3 g (27.0 mmol) of piperidine as a base, 100 mg (0.45 mmol) of palladium acetate, and 0.36 g (1.37 mmol) triphenylphosphine as a ligand in an argon atmosphere, following which the solution was stirred. Formic acid (1.1 g, 23.9 mmol) was added at a time to this reaction solution by syringe, and reacted at 60° C. for 4 hours. In this reaction, a white mist vigorously arose due to neutralization. Following the reaction, extraction with ethyl acetate and rinsing with water were carried out, after which the solvent was removed. The residue thus obtained was column purified (Rf=0.45; eluant: hexane) with silica gel using an ethyl acetate/hexane (volumetric mixing ratio, 3/1) mixed solvent, thereby giving the difunctional monomer (1,4-bisnorbornenyl benzene) as a colorless solid (yield, 35%).

Provenance & Evidence