hydrogen; palladium 10 on activated carbon in methanol; water T=20°C; P=760.051 Torr; 3.5 h;

hydrogen; palladium 10 on activated carbon P=2585.81 Torr; 4 h;

hydrogenchloride in ethanol; water; ethyl acetate

dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate in 1,4-dioxane T=80°C; 24 h; Inert atmosphere; Overall yield = 95 percent;

1: NaOMe 2: H2 / Pd-C View Scheme

1: HNO3, H2SO4 2: NaOMe 3: H2 / Pd-C View Scheme

(i) aq. NaNO2, aq. HBr, (ii) CuBr, aq. HBr; Multistep reaction;