Multi-step reaction with 10 steps
1: 90 percent / H2SO4 / dimethylformamide / 12 h / Ambient temperature
2: 90 percent / triphenylphosphine, carbon tetrachloride, pyridine / 8 h / 60 °C
3: 1.) potassium hydroxide, benzyltrimethylammonium chloride / 1.) CH2Cl2, 10 min, 2.) CH2Cl2, 12 h
4: 30 percent / sodium hydride / dimethylformamide / 3 h / 110 °C
5: 1.) mercury(II) chloride, 2.) thiourea / multistep reaction; 1.) acetone, H2O, 25 deg C; other reagents: various Hg(II) salts, Hg(NO3)2/HNO3, HgCl2/H2SO4, PdCl2, other temperatures and reaction time, various reactants ratio, 2.) acetone, H2O, 25 deg C, 2 h, other temperatures
6: 29 percent / cerium(III) chloride heptahydrate, sodium borohydride / methanol / Ambient temperature
7: 90 percent / CH2Cl2 / 12 h / 60 °C
8: 89 percent / acetic acid / H2O / 2 h / 60 °C
9: 78 percent / CH2Cl2 / 12 h / 60 °C
10: 84 percent / 4-(dimethylamino)pyridine, pyridine / acetonitrile / 3 h
With
pyridine; tetrachloromethane; dmap; potassium hydroxide; sodium tetrahydroborate; cerium(III) chloride; sulfuric acid; benzyltrimethylammonium chloride; sodium hydride; acetic acid; thiourea; triphenylphosphine; mercury dichloride;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(97)10101-6