Multi-step reaction with 10 steps
1: 98.2 percent / pyridine / 1 h / ice cooling
2: oxalyl dichloride, DMF / 1,2-dichloro-ethane / 36 h / Ambient temperature
3: NH3 / methanol / 5 h / Ambient temperature
4: Amberlite IRA-400(OH-) / acetone; methanol; H2O / 3 h / Heating
5: 30percent acetic acid / H2O / 10 h / 50 °C
6: 62 percent / pyridine / 1 h / ice cooling
7: 73 percent / selenium dioxide, acetic acid / dioxane / 0.75 h / Heating
8: Jones' reagent / acetone / 1 h / ice cooling
9: 5percent HCl / 1 h / Heating
10: pyridine / 0.25 h / ice cooling
With
pyridine; hydrogenchloride; selenium(IV) oxide; jones' reagent; oxalyl dichloride; Amberlite IRA-400(OH-); ammonia; acetic acid; N,N-dimethyl-formamide;
In
1,4-dioxane; methanol; water; 1,2-dichloro-ethane; acetone;
DOI:10.1246/bcsj.60.1057