Multi-step reaction with 9 steps
1: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 1 h / Ambient temperature
2: 1) BuLi / 1) THF, -78 deg C, 0.5 h; 2) THF, -78 deg C, 0.5 h
3: 81 percent / NH2OH*HCl, pyridine / ethanol / 4 h / Heating
4: 81 percent / pyridine / 3.5 h / Heating
5: 98 percent / NH3 / diethyl ether / 8 h / -78 °C
6: 90 percent / RuO2, NaIO4 / CCl4; H2O; acetonitrile / Ambient temperature
7: 77 percent / 1M aq. LiOH / methanol / 3.5 h
8: 65 percent / acetone / 2 h / Ambient temperature
9: 98 percent / K2CO3 / acetone
With
pyridine; ruthenium(IV) oxide; lithium hydroxide; sodium periodate; n-butyllithium; hydroxylamine hydrochloride; ammonia; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/S0040-4020(01)80991-1