Toluene → HCID 131729270, compound

Participants

Reaction Steps

Firstly, dist. toluene (5 mL) and 4-bromoanisole (58 μL, 0.46 mmol) were added dropwise to a mixture of bis[4-(diallylethoxysilyl)phenyl]amine (111 mg, 0.23 mmol), Pd2(dba)3 (1 mg, 0.0011 mmol), (o-biphenyl)P(t-Bu) 2 (2 mg, 0.03 mmol) and NaOt-Bu (33 mg, 0.35 mmol). The resultant mixture was stirred under a nitrogen atmosphere at 80° C. for 24 hours to obtain a reaction mixture. Then, the reaction mixture was diluted with ether. A salt thus formed was removed through a celite filtration process, and the solvent was distilled away from an organic layer with an evaporator to obtain a crude product. The obtained crude product was separated and purified by PTLC (hexane/EtOAc/acetone=20/2/1) to obtain N,N-bis(4-(diallylethoxysilyl)phenyl)-4-methoxyaniline (65.8 mg, 48% yield).

Provenance & Evidence