Multi-step reaction with 8 steps
1: 85 percent / H2SO4 / CH2Cl2 / 48 h / Ambient temperature
2: 92 percent / 2M aq. NaOH / methanol / 3 h / Ambient temperature
3: 1.) N-methylmorpholine, ethyl carbonochloridate, 2.) NaBH4 / 1.) THF, -10 deg C, 1 min; -5 deg C, 15 min, 2.) THF, water, room temp., 3.5 h
4: 60 percent / CrO3, pyridine / CH2Cl2 / 1.5 h / Ambient temperature
5: 99 percent / benzene / 1 h / Heating
6: 95 percent / 95percent aq. AcOH / 24 h / Ambient temperature
7: 95 percent / 1,2-dichloro-ethane / 3 h / 70 °C
8: 99 percent / n-Bu3SnH / benzene / 1.5 h / Heating
With
4-methyl-morpholine; pyridine; chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; tri-n-butyl-tin hydride; chloroformic acid ethyl ester; acetic acid;
In
methanol; dichloromethane; 1,2-dichloro-ethane; benzene;
DOI:10.1055/s-1988-27707