Multi-step reaction with 11 steps
1: 99 percent / imidazole / dimethylformamide / 16 h / Ambient temperature
2: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 16 h
3: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 16 h / Ambient temperature
4: 64 percent / Ag2O, 4A molecular sieves / benzene; hexane / 96 h / Ambient temperature
5: 88 percent / NaOMe / methanol / 0.33 h / Ambient temperature
6: 85 percent / imidazole / dimethylformamide / 24 h / 50 °C
7: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, RT, 1 h, 2.) THF, RT, 3 d
8: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 7 h / Ambient temperature
9: NaH / CH2Cl2 / 24 h / Ambient temperature
10: 86 percent / triphenylphosphine / tetrahydrofuran; H2O / 2.5 h / Heating
11: 91 percent / 5 M aq. NaOH / ethanol / 3 h / Heating
With
1H-imidazole; sodium hydroxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; silver(l) oxide;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; benzene;