Multi-step reaction with 7 steps
1.1: chloroform / 5 - 20 °C
1.2: 20 - 68 °C
1.3: 2 h / 50 °C
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 70 °C
3.1: tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / Inert atmosphere; Reflux
4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 2.17 h / 20 °C / Reflux
5.1: triethylamine / N,N-dimethyl-formamide / 40 h / 120 °C / Cooling with ice
6.1: lithium diisopropyl amide; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
6.2: -78 - -40 °C
7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 3 h / 75 °C / Inert atmosphere
With
N,N,N,N,-tetramethylethylenediamine; hydroxylamine hydrochloride; water; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide; lithium diisopropyl amide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile;