Multi-step reaction with 9 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1.25 h / 0 - 20 °C
2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2.75 h / -78 °C
2.2: 3 h / -78 °C
3.1: hydrogenchloride; water; acetic acid / 1 h / 20 °C
4.1: sodium hydride / tetrahydrofuran / 16 h / 0 - 60 °C
4.2: 0.5 h / 0 °C
5.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C
5.2: 0.5 h / 0 °C
6.1: carbonochloridic acid 1-chloro-ethyl ester / tetrahydrofuran / 1 h / 0 °C
6.2: 14 h / 0 °C / Heating / reflux
6.3: 1 h / 20 °C
7.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 32 h / 120 °C
8.1: methanol; sodium hydroxide; water / tetrahydrofuran / 0.5 h / 20 °C
9.1: 15-crown-5; sodium hydride / tetrahydrofuran / 0.25 h / 0 °C
With
hydrogenchloride; methanol; sodium hydroxide; n-butyllithium; 15-crown-5; carbonochloridic acid 1-chloro-ethyl ester; water; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; hexane; N,N-dimethyl-formamide;