Multi-step reaction with 12 steps
1: 93 percent / potassium hydroxide, hydrazine hydrate / bis-(2-hydroxy-ethyl) ether / 6 h / Heating
2: 95 percent / H2 / Adam's catalyst / acetic acid
3: 90 percent / Florisil, PCC / CH2Cl2 / 2 h / Ambient temperature
4: 97 percent / PBB / acetic acid / 2 h / Ambient temperature
5: 97 percent / sodium hydroxide / dimethylformamide; H2O / 0.5 h / Ambient temperature
6: lead tetra-acetate (LTA) / benzene / 0.17 h / Ambient temperature
7: NaBH4 / methanol / 0.33 h / Ambient temperature
8: 98 percent / tributylphosphine / tetrahydrofuran / 0.33 h / Ambient temperature
9: 91 percent / hydrogen peroxide / tetrahydrofuran / 10 h / Ambient temperature
10: 1.) lithium aluminium hydride; 2.) sodium hydroxide / 1.) diethyl ether, rt, 30 min; 2.) water, 30 min.
11: 88 percent / Florisil, PCC / CH2Cl2 / 1 h / Ambient temperature
12: 98 percent / toluene-p-sulphonic acid / benzene / 0.33 h / Heating
With
lead(IV) acetate; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; florisil; lithium aluminium tetrahydride; tributylphosphine; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; hydrazine hydrate; pyridinium chlorochromate;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; diethylene glycol; benzene;