Multi-step reaction with 11 steps
1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h
2.1: dichloromethane; N,N-dimethyl-formamide / 20 °C
3.1: ammonium hydroxide / 1,4-dioxane / 0.33 h / 100 °C / Sealed tube; Microwave irradiation
4.1: tetrakis(triphenylphosphine) palladium(0) / xylene / 1.5 h / 130 °C
5.1: dmap / dichloromethane / 40 °C
6.1: ozone / dichloromethane; methanol / 0.42 h / -78 °C
7.1: hydroxylamine / water
8.1: N-chloro-succinimide / N,N-dimethyl-formamide / 2 h / 40 °C
8.2: 20 °C
9.1: trifluoroacetic acid / dichloromethane; water / 20 °C
10.1: isopropyl alcohol / 50 °C
11.1: lithium hydroxide / water; tetrahydrofuran / 0.33 h / 20 °C
11.2: pH 3
With
ammonium hydroxide; N-chloro-succinimide; oxalyl dichloride; hydroxylamine; ozone; trifluoroacetic acid; lithium hydroxide;
dmap; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; xylene;