Toluene → HCID 21940731, compound

Participants

Reaction Steps

Under the protection of nitrogen, palladium acetate (4.4 mg, 0.02 mmol), dicyclohexyl(2,6-dimethoxyphenyl)phosphine tetrafluoroborate (14.4 mg, 0.03 mmol), sodium tertbutoxide (155.1 mg, 97%, 1.6 mmol), 3,5-dimethoxychlorobenzene (68.8 mg, 0.4 mmol) and 1 mL of toluene were added to the reactor sequentially. The mixture is stirred at room temperature for 4 minutes. N-methylphenyl amine (86.1 mg, 0.8 mmol) and another 1 mL of toluene were added into the reactor. The reactor was heated to 110° C. and the temperature is maintained for 24 hours. After the reactor is cooled, 10 mL of methylene dichloride was used to quench the reaction. Filtration and column chromatography (petroleum: ethyl acetate: triethylamine=100:1:1) afforded 74.5 mg of N-phenyl-N-methyl-3,5-dimethylphenylamine. The yield is 77%.

Provenance & Evidence