Multi-step reaction with 6 steps
1: 75 percent / DPPA, Et3N / dimethylformamide / 13.5 h / 80 - 85 °C
2: 68 percent / 5percent aq. HCl / dioxane / 14.5 h / 80 °C
3: 1.) BuLi / 1.) hexane, Et2O, -80 deg C, 10 min, 2.) hexane, Et2O, THF, from -76 deg C to -74 deg C, 20 min
4: 68 percent / Burgess Reagent / benzene / 3 h / 87 - 90 °C
5: 72 percent / H2, 10percent aq. HCl / 10percent Pd/C / propan-2-ol / 4 h / 19 °C
6: 6 percent / POCl3, DMF / 1.) 0 deg C, 1 h, 2.) from 95 deg C to 99 deg C, 3.5 h
With
hydrogenchloride; n-butyllithium; Burgess Reagent; diphenyl-phosphinic acid; hydrogen; triethylamine; N,N-dimethyl-formamide; trichlorophosphate;
palladium on activated charcoal;
In
1,4-dioxane; N,N-dimethyl-formamide; isopropyl alcohol; benzene;
DOI:10.1248/cpb.42.1432