Multi-step reaction with 8 steps
1: 1.) Me2PhSiH, (Ph3P)3RhCl, 2.) 40percent aq. HF / 1.) 50 deg C, 3 h, 2.) acetonitrile, RT, 18 h
2: 99 percent / PTSA, 4 Angstroem molecular sieves / benzene / 4 h / Heating
3: 91 percent / H2 / 10percent Pd/C / ethyl acetate / 4 h
4: 79 percent / 2 h / 150 °C
5: 43 percent / LiAlH4 / tetrahydrofuran / 19 h / Heating
6: 1.) 1,1'-carbonyldiimidazole / 1.) acetonitrile, RT, 1 h, 2.) acetonitrile, RT, 4 h
7: 67 percent / aq. H2SO4 / acetone / 40 h / Heating
8: NaBH4, Al2O3 / ethanol / 1.5 h / Ambient temperature
With
aluminum oxide; sodium tetrahydroborate; Wilkinson's catalyst; lithium aluminium tetrahydride; 4 A molecular sieve; sulfuric acid; Dimethylphenylsilane; hydrogen fluoride; hydrogen; toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; ethyl acetate; acetone; benzene;
DOI:10.1021/jm00081a009