Multi-step reaction with 10 steps
1.1: sulfuric acid; sodium nitrite / water / 1 h / 0 °C
1.2: 1 h / 0 °C
2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / diethyl ether / 1 h / -70 °C
2.2: 1 h / -50 °C
2.3: pH 1
3.1: thionyl chloride / 0.25 h / 80 °C
3.2: 2 h / 5 - 20 °C
4.1: N-cyclohexyl-cyclohexanamine / palladium diacetate; triphenylphosphine / ISOPROPYLAMIDE / 18 h / 100 °C
5.1: sulfuric acid; water / 2.5 h / 150 °C
6.1: phosphorus tribromide; phosphorus(V) oxybromide / 4 h / 120 °C
6.2: pH 9
7.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / 80 °C
8.1: sodium carbonate / N,N-dimethyl-formamide / 2 h / 40 °C
9.1: N,N-dimethyl-formamide / 1 h / 0 °C
10.1: ammonia; formamide / ethanol; water / 1 h / 100 °C / Sealed tube
With
N-Bromosuccinimide; n-butyllithium; thionyl chloride; 2,2'-azobis(isobutyronitrile); sulfuric acid; ammonia; water; phosphorus tribromide; sodium carbonate; formamide; N-ethyl-N,N-diisopropylamine; N-cyclohexyl-cyclohexanamine; sodium nitrite; phosphorus(V) oxybromide;
palladium diacetate; triphenylphosphine;
In
tetrachloromethane; diethyl ether; ethanol; ISOPROPYLAMIDE; water; N,N-dimethyl-formamide;