Multi-step reaction with 9 steps
1: K2CO3 / acetone / 4 h / Heating
2: 97 percent / N,N-diethylaniline / 12 h / Heating
3: 79 percent / K2CO3 / dimethylformamide / 8 h / Heating
4: 1.) borane-THF complex, 2.) 3M aq. NaOH, 30percent v/v H2O2 / 1.) THF, 6 deg C -> room temperature, 2 h, 2.) H2O, 50 deg C, 1 h
5: 98 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 1.) 10 deg C, 1 h, 2.) room temperature, 1 h
6: 59 percent / NaOMe, NH2OH*HCl / methanol / 0.5 h / Ambient temperature
7: N-chlorosuccinimide, pyridine / CHCl3 / 1 h / Ambient temperature
8: Et3N / CHCl3 / 0.75 h / 45 °C
9: 69 percent / dry hydrogen chloride / diethyl ether; methanol / 18 h / Ambient temperature
With
pyridine; hydrogenchloride; sodium hydroxide; N-chloro-succinimide; borane-THF; hydroxylamine hydrochloride; dihydrogen peroxide; sodium methylate; sodium acetate; potassium carbonate; triethylamine; pyridinium chlorochromate; N,N-diethylaniline;
In
methanol; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;