Multi-step reaction with 7 steps
1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran / 2 h / -78 °C
1.2: 2 h / -78 - 25 °C
2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 25 °C
2.2: 12 h / 25 °C
3.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C
4.1: bromine; acetic acid / 2 h / 20 °C
5.1: potassium carbonate / acetone / 3 h / 0 - 50 °C
6.1: lithium diisopropyl amide; diisopropylamine; n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C
6.2: 1 h / -78 - -20 °C
7.1: sodium tetrahydroborate; methanol / 0.5 h / 20 °C
With
methanol; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; bromine; sec.-butyllithium; boron tribromide; potassium carbonate; acetic acid; diisopropylamine; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;