Multi-step reaction with 10 steps
1.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 65 °C
2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 6 h / 0 - 20 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C
3.2: 72 h / 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 72 h / -10 - 20 °C
4.2: 0 °C
5.1: dmap; N-ethyl-N,N-diisopropylamine; 2,6-Dichlorobenzoyl chloride / dichloromethane / 16 h / 5 - 20 °C
6.1: tetrahydrofuran; hexane / 0.5 h / -60 - 30 °C
6.2: 20 h / -60 - 20 °C
7.1: sodium tetrahydroborate; nickel dichloride / methanol / 4.03 h / 20 °C
7.2: 20 °C
8.1: lithium hydroxide; water / tetrahydrofuran / 48 h / 20 °C
8.2: pH 3
9.1: oxalyl dichloride / dichloromethane / 2 h / 5 - 20 °C
10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24.05 h / 5 - 20 °C
With
dmap; lithium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; water; N-ethyl-N,N-diisopropylamine; 2,6-Dichlorobenzoyl chloride; nickel dichloride;
N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; hexane; dichloromethane;