Multi-step reaction with 9 steps
1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 25 °C
1.2: 12 h / 25 °C
2.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C
3.1: bromine; acetic acid / 2 h / 20 °C
4.1: potassium carbonate / acetone / 3 h / 0 - 50 °C
5.1: lithium diisopropyl amide; diisopropylamine; n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C
5.2: 1 h / -78 - -20 °C
6.1: sodium tetrahydroborate; methanol / 0.5 h / 20 °C
7.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1 h / -78 - 0 °C
7.2: 2 h / 0 - 40 °C
8.1: thionyl chloride; tetrabutyl-ammonium chloride / 1,2-dichloro-ethane / 2 h / 80 °C
9.1: N-ethyl-N,N-diisopropylamine / 1,2-dimethoxyethane / 110 °C
With
methanol; sodium tetrahydroborate; n-butyllithium; thionyl chloride; oxalyl dichloride; tetrabutyl-ammonium chloride; bromine; isopropylmagnesium chloride; boron tribromide; potassium carbonate; acetic acid; diisopropylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;