Multi-step reaction with 7 steps
1: 1) BuLi / 1) THF, -30 to 0 deg C, 10 min, 2) THF, r.t., 30 min
2: 1) Dibal, 2) H2O, silica gel / 1) petroleum ether, -78 to 0 deg C, 30 min, 2) 0 deg C, 1 h
3: 1) BuLi / 1) THF, 0 deg C, 15 min, 2) THF, r.t., 10 min
4: 1) Dibal, 2) H2O, silica gel / 1) petroleum ether, -78 to 0 deg C, 30 min, 2) 0 deg C, 1 h
5: 1) BuLi / 1) THF, 0 deg C, 15 min, 2) THF, r.t., 10 min
6: 1) Dibal, 2) H2O, silica gel / 1) petroleum ether, -78 to 0 deg C, 30 min, 2) 0 deg C, 1 h
7: 1) BuLi / 1) THF, -30 deg C to r.t., 2) THF, r.t., 1.5 h
With
n-butyllithium; water; silica gel; diisobutylaluminium hydride;