Multi-step reaction with 5 steps
1: 1.) triethylamine, ethyl chloroformate, 2.) sodium borohydride, water / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 3 h
2: 74 percent / ethanolic HCl / 18 h / 80 °C
3: triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 24 h / Ambient temperature
4: 83 percent / palladium acetate, sodium formate, sodium carbonate, tetrabutylammonium chloride / dimethylformamide / 36 h / 80 °C
5: 76 percent / 2,6-lutidine / 1,2-dichloro-ethane / 28 h / 80 °C
With
2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; tetrabutyl-ammonium chloride; water; sodium formate; palladium diacetate; chloroformic acid ethyl ester; sodium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00130a003