Multi-step reaction with 12 steps
1: sodium bicarbonate / H2O; CH2Cl2 / Ambient temperature
2: potassium carbonate / acetone / Heating
3: 1.) n-butyllithium / 1.) THF, rt, 6 h; 2.) -70 deg C
4: 95 percent / aq. hydrochloric acid / 16 h / Heating
5: sodium nitrite / aq. HCl / 0 °C
6: cuprous chloride / aq. HCl / 48 h / 60 °C
7: triethylamine / acetone
8: sodium azide / H2O / 0 °C
9: benzene / 0.5 h / 60 °C
10: 1 h / 80 °C
11: sodium hydride / tetrahydrofuran / 0 °C
12: 80 percent / benzoyl peroxide, N-bromosuccinimide / CCl4 / 4 h / Heating
With
hydrogenchloride; N-Bromosuccinimide; n-butyllithium; sodium azide; sodium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; copper(l) chloride; sodium nitrite; dibenzoyl peroxide;
In
tetrahydrofuran; hydrogenchloride; tetrachloromethane; dichloromethane; water; acetone; benzene;