Multi-step reaction with 9 steps
1: 71 percent / Cl2 / CH2Cl2 / 1.) -20 to -25 deg C, 6 h, 2.) room temperature, overnight;
2: 83 percent / K2CO3 / dimethylformamide / 36 h / Ambient temperature
3: 67 percent / NaBH4 / propan-2-ol / 1 h / 70 °C
4: 92 percent / SOCl2 / CH2Cl2 / 1.5 h / Heating
5: 57 percent / dimethylsulfoxide / 3 h / Ambient temperature
6: 79 percent / aq. 25percent NaOH / ethanol / Heating; overnight
7: SOCl2 / CH2Cl2 / 2.5 h / Heating
8: K2CO3 / H2O; toluene; CH2Cl2 / 1 h
9: 82 percent / 1.) borane, 2.) methanol, 3.) HCl gas; / 1.) THF, reflux, 1.5 h, 2.) reflux, 2 h, 3.) ether;
With
hydrogenchloride; methanol; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; borane; chlorine; potassium carbonate;
In
ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1002/jhet.5570230641