1: sodium hydride / tetrahydrofuran
2: acetic acid; iron / 120 °C
View Scheme
参考文献
Coffman, Keith C.; Palazzo, Teresa A.; Hartley, Timothy P.; Fettinger, James C.; Tantillo, Dean J.; Kurth, Mark J.
Organic Letters, 2013 , vol. 15, # 8 p. 2062 - 2065
1: 72 percent / sodium acetate, hydroxylamine hydrochloride / ethanol; H2O / 1 h / Heating
2: 74 percent / pyridine / 0.75 h / Heating
3: 1.0 M borane in THF / 1.) 5 deg C, 30 min, 2.) RT, 48 h
4: 68 percent / 48 h / 80 °C
5: 1.0 M borane in THF / 4 h / Ambient temperature
6: Fe, concd. hydrochloric acid / aq. ethanol; H2O / 0.5 h / Heating
7: glacial acetic acid / 2 h / Heating
View Scheme
参考文献
Geyer, Harry M.; Martin, Lawrence L.; Crichlow, Charles A.; Dekow, Frederick W.; Ellis, Daniel B.; et al.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 4 p. 340 - 346