Multi-step reaction with 8 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C
1.2: 20 °C
2.1: sodium tetrahydroborate / methanol / 20 °C / Cooling with ice; Inert atmosphere
3.1: acetonitrile / 20 °C
4.1: hydrogenchloride / water / 60 °C
4.2: pH 12 - 14 / Cooling with ice
5.1: bromine / acetic acid
5.2: pH 12 / Cooling with ice
6.1: copper(ll) bromide; sodium nitrite; hydrogen bromide / acetonitrile; water / 2.5 h / -10 - 20 °C
7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 6 h / 80 °C / Inert atmosphere
8.1: water; lithium hydroxide / 1,4-dioxane / 50 °C
8.2: pH 7
With
hydrogenchloride; sodium tetrahydroborate; water; hydrogen bromide; bromine; potassium carbonate; copper(ll) bromide; lithium hydroxide; lithium diisopropyl amide; sodium nitrite;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; acetic acid; acetonitrile;