Multi-step reaction with 12 steps
1: 1) Na, liquid NH3 / 1) 15 min; 2) 2 h
2: 69 percent / NaOH / H2O / 0.5 h / Ambient temperature
3: 86 percent / dicyclohexylcarbodiimide, hydroxybenzotriazole / dimethylformamide / 1) 0 deg C, 1 h; 2) room temp., 20 h
4: HBr / acetic acid / 0.5 h / Ambient temperature
5: 2.56 g / N-ethylpiperidine / dimethylformamide / 48 h / Ambient temperature
6: HCl / dimethylformamide; diethyl ether / 0.08 h / Ambient temperature
7: 1.8 g / N-ethylpiperidine / dimethylformamide / 48 h / Ambient temperature
8: 4.3 g / N-ethylpiperidine / dimethylformamide / 24 h / Ambient temperature
9: HBr / acetic acid / 0.5 h / Ambient temperature
10: 3.1 g / N-ethylpiperidine / dimethylformamide / 24 h / Ambient temperature
11: HCl / dimethylformamide; diethyl ether / 0.07 h / Ambient temperature
12: 1.6 g / N-ethylpiperidine / dimethylformamide / 48 h / Ambient temperature
With
1-ethyl-piperidine; hydrogenchloride; sodium hydroxide; ammonia; hydrogen bromide; sodium; benzotriazol-1-ol; dicyclohexyl-carbodiimide;
In
diethyl ether; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1135/cccc19810286