Multi-step reaction with 6 steps
1: 81 percent / PCl3 / 3.5 h / T < 0 deg C
2: 63 percent / dimethylformamide / 1 h / 90 °C
3: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C
4: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h
5: 1) LDA, tris(dioxa-3,6-heptyl)amine, tetramethylethylenediamine / 1) THF, cyclohexane, 10 min, < -75 deg C, 2) THF, -85 deg C
6: 92 percent / MnO2, water / CH2Cl2 / 1.5 h / Heating
With
manganese(IV) oxide; sodium hydroxide; N,N,N,N,-tetramethylethylenediamine; Tris(3,6-dioxaheptyl)amine; water; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; lithium diisopropyl amide; phosphorus trichloride;
palladium on activated charcoal;
In
ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80387-2