Multi-step reaction with 10 steps
1: 96 percent / H2 / 10percent Pd/C / ethyl acetate; ethanol
2: 78 percent / N-bromosuccinimide, triphenylphosphine / dimethylformamide / 4 h / 50 °C
3: 65 percent / H2, triethylamine / 10percent Pd/C / ethanol; ethyl acetate
4: 45 percent / silver trifluoromethanesulphonate / CH2Cl2 / 6 h / Ambient temperature
5: 98 percent / NH3 / methanol
6: 87 percent / ZnCl2
7: pyridine / 1) 20 h, 4 deg C, 2) 4 h, RT
8: 81 percent / H2, triethylamine / 10percent Pd/C / ethanol; ethyl acetate
9: 69 percent / N-bromosuccinimide, triphenylphosphine / dimethylformamide / 20 h / 50 °C
10: 75 percent / H2, triethylamine / 10percent Pd/C / ethanol; ethyl acetate
With
pyridine; N-Bromosuccinimide; ammonia; hydrogen; silver trifluoromethanesulfonate; triethylamine; triphenylphosphine; zinc(II) chloride;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)81908-4