Multi-step reaction with 8 steps
1: 2.840 g / thionyl chloride / benzene; pyridine / 1 h / Ambient temperature
2: 0.603 g / NaH / paraffin; dimethylformamide / 3 h / Ambient temperature
3: 0.370 g / KON / ethanol; H2O / 3 h / Heating
4: 0.249 g / 150 - 160 °C / 15 - 20 Torr
5: 1.663 g / diethyl ether / 2 h / Ambient temperature
6: 1.305 g / LiAlH4 / diethyl ether; tetrahydrofuran / 1.) room temperature, 1 h, 2.) reflux, 1 h
7: 0.149 g / H2 / 10percent Pd-charcoal / ethanol / Ambient temperature
8: 1.) N-bromosuccinimide, 2.) K2CO3 / 1.) CCl4, reflux, 3 h, 2.) acetone, reflux, 8.5 h
With
N-Bromosuccinimide; lithium aluminium tetrahydride; thionyl chloride; KON; hydrogen; sodium hydride; potassium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; diethyl ether; ethanol; water; N,N-dimethyl-formamide; paraffin; benzene;