triethylamine; tris-(o-tolyl)phosphine; palladium diacetate in N,N-dimethyl-formamide T=100°C; Heck reaction; 3 h;

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / -20 - -15 °C / |Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -15 °C / |Inert atmosphere 2.2: 5.5 h / -15 - -5 °C / |Inert atmosphere 3.1: palladium diacetate; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 110 °C 4.1: caustic lye / 12 h / 120 °C View Scheme

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / -20 - -15 °C / |Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -15 °C / |Inert atmosphere 2.2: 5.5 h / -15 - -5 °C / |Inert atmosphere 3.1: palladium diacetate; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 110 °C 4.1: caustic lye / 12 h / 120 °C 5.1: sodium hydroxide / methanol / 1 h / 25 °C View Scheme