4,4'-DI-TERT-BUTYLDIPHENYLAMINE

White needle-like crystals

4-tert-Butyl-1-aniline (14.9 g, 100 mmol), Tert-butyl-1-bromobenzene (21.2 g, 100 mmol), Bis (dibenzylideneacetone) palladium (1.7 g, 3 mmol), Tri-tert-butylphosphine (1.2 g, 6 mmol) was added to toluene (200 ml)And the resulting toluene solution was heated to 90 ° C under a stream of argon;Then sodium tert-butoxide (0.6 g, 6 mmol) was added, Heated to 110 ° C under an argon atmosphere, The reaction was stirred for 12 hours.The reaction mixture was cooled to room temperature, Add water to separate.The solvent of the obtained organic layer was concentrated, Get solid, The resulting solid was purified by silica gel column chromatography, The target product Intermediate 5 (20.2 g, 72 mmol) was obtained, Yield 72percent.4-tert-butyl-1-aniline (14.9 g, 100 mmol), 4-tert-butyl-1-bromobenzene (21.2 g, 100 mmol), Bis(dibenzylideneacetone)palladium (1.7 g, 3 mmol), Tri-tert-butylphosphine (1.2 g, 6 mmol) was added to toluene (200 ml). Heat to 90°C under a stream of argon gas, Then add sodium tert-butoxide (0.6 g, 6 mmol).Heating was continued to 110°C under an argon atmosphere and the reaction was stirred for 12 hours.The reaction solution was cooled to room temperature, and water was added for liquid separation.The resulting organic layer is concentrated, The resulting solid was purified by silica gel column chromatography.Intermediate 9 (20.2 g, 72 mmol) was obtained in 72percent yield.4-tert-butyl-1-aniline (14.9 g, 100 mmol), 4-tert-butyl-1-bromobenzene (21.2 g, 100 mmol), bis(dibenzylideneacetone) palladium (1.7 g, 3) A mixture of mmol), tri-tert-butylphosphine (1.2 g, 6 mmol) and toluene (200 ml) was heated under a stream of argon gas to 90°C, and sodium tert-butoxide (0.6 g, 6 mmol) was added to the solution in argon. Heat to 110°C in a gas atmosphere and stir the reaction for 12 hours. The reaction mixture was cooled to room temperature and water was added for liquid separation. The solvent of the resulting organic layer was concentrated, and the resulting solid was purified by silica gel column chromatography to give Intermediate 5 (20.2 g, 72 mmol) in 72percent yield.CyPF-t-Bu)PdClThe optimization of the reaction conditions for the lithium amide reaction was performed, as with the ammonia reaction, using 4-/-butylphenyl bromide. The amination of 4-/-butylphenyl bromide with lithium amide catalyzed by (CyPF-Z-Bu)PdCl(CyPF-^-Bu)PdClThe optimization of the reaction conditions for the lithium amide reaction was performed, as with the ammonia reaction, using 4-/-butylphenyl bromide. The amination of 4-/-butylphenyl bromide with lithium amide catalyzed by (CyPF-Z-Bu)PdClThe animation of 4-λ-butylphenyl bromide with ammonia catalyzed by (CyPF-Z-Bu)PdCl

Molecular Weight:281.4
XLogP3:6.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:281.214349865
Monoisotopic Mass:281.214349865
Topological Polar Surface Area:12
Heavy Atom Count:21
Complexity:272
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes