Multi-step reaction with 10 steps
2: SOCl2 / benzene / 4 h / Heating
3: dimethylaniline / 3 h / Heating
4: 1.) LDA / 1.) THF, -78 deg C, 30 min, 2.) THF, RT, 1 h
5: 90 percent / 1 M DIBAL / tetrahydrofuran; hexane / 2 h / -75 °C
6: 96 percent / Raney-Ni / ethanol / 2 h / 25 °C
7: 95 percent / imidazole / dimethylformamide
8: 97 percent / LAH / diethyl ether; tetrahydrofuran / 2 h / Ambient temperature
9: 92 percent / Ph3P, imidazole, I2 / toluene / 0.25 h / Ambient temperature
10: 87 percent / acetonitrile / 48 h / 60 °C
With
1H-imidazole; lithium aluminium tetrahydride; thionyl chloride; iodine; nickel; diisobutylaluminium hydride; triphenylphosphine; 2,3-Dimethylaniline; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1016/S0957-4166(00)80464-4