Multi-step reaction with 8 steps
1: 1.) NaH / 1.) dimethylacetamide, 1-1.5 h, 40 deg C; 2.) dimethylacetamide, 5 h, 90 deg C
2: KOH / methanol / 20 h / Ambient temperature
3: SOCl2 / 16 h / Ambient temperature
4: LiAlH(O-tBu)3 / bis-(2-methoxy-ethyl) ether / 0.5 h / -60 °C
5: 1.) Na2S2O5; 2.) KCN / 1.) H2O, EtOH, 16 h, 55 deg C; 2.) H2O, EtOH, 7 h, reflux
6: LiAlH4 / diethyl ether; tetrahydrofuran / also with BH3; 1.) 16 h, RT; 2.) 1 h, 40 deg C
7: 95 percent / NaOH / CHCl3
8: 85 percent / LiAlH4, HCl / diethyl ether / 16 h / Ambient temperature
With
hydrogenchloride; potassium cyanide; sodium metabisulfite; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; sodium hydride; lithium tri-t-butoxyaluminum hydride;
In
tetrahydrofuran; methanol; diethyl ether; chloroform; diethylene glycol dimethyl ether;