Multi-step reaction with 9 steps
1: 92 percent / H2O; ethanol / 15 h / Ambient temperature; pH 5
2: 88 percent / H2, piperidine / 5percent Pd/C / methanol; H2O / 14 h / 75.01 Torr
3: 58 percent / H2O; ethanol / 15 h / Ambient temperature; pH 5
4: 70 percent / H2, 3N NaOH / 5percent Pd/C / methanol; H2O / 14 h / 75.01 Torr
5: 82 percent / N,N,N',N'-tetramethylguanidine / dimethylformamide / 6 h / Ambient temperature
6: 91 percent / Et3N / dimethylformamide / 1.5 h / 0 °C
7: 67 percent / N-bromosuccinimide / CCl4 / 0.83 h / Heating; Irradiation
8: 54 percent / Et3N / CH2Cl2 / 0 deg C, 1 h; room temp., 2 h
9: 93 percent / H2 / 5percent Pd/C / ethyl acetate / 15 h / Ambient temperature
With
piperidine; sodium hydroxide; N-Bromosuccinimide; hydrogen; triethylamine; N,N,N',N'-tetramethylguanidine;
palladium on activated charcoal;
In
methanol; tetrachloromethane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19960790816