Multi-step reaction with 11 steps
1: 70 percent / p-TsOH / benzene; acetonitrile / 2 h / Ambient temperature
2: 93 percent / imidazole / dimethylformamide / 6 h / Ambient temperature
3: 84 percent / acetonitrile / Ambient temperature
4: 95 percent / pyridine / 3 h / Ambient temperature
5: 1.) 28percent aq. NH3, 2.) MeOH / 1.) MeOH, RT, 3 h, 2.) 50 deg C, overnight
6: 55 percent / DIBAL / toluene / 0.5 h / -60 °C
7: pyridine / 3 h / -40 °C
8: NaI / butan-2-one / 0.5 h / 80 °C
9: 88 percent / Bu3SnH, AIBN / benzene / 2 h / 80 °C
10: Bu4NF / tetrahydrofuran / 5 h / Ambient temperature
11: 0.1 M aq. HCl / acetonitrile / 5 h / Ambient temperature
With
pyridine; 1H-imidazole; hydrogenchloride; methanol; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; sodium iodide;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile; butanone; benzene;
DOI:10.1246/bcsj.65.3405