Multi-step reaction with 7 steps
1: 58 percent / NBS, benzoyl peroxide, / CCl4 / 3 h / Heating
2: 85 percent / dimethylformamide / 2 h / 80 - 90 °C
3: 96 percent / 30percent NaOH, / methanol / 1.5 h / Heating
4: 98 percent / H2, / PtO2, / methanol / 40 °C / 2574.3 Torr
5: 1.) NaH, 2.) n-BuLi, / 1.) THF, 70 to 75 deg C, 2 h, 2.) THF, hexane, -70 deg C, 30 min, 3.) THF, hexane, 5 to 10 deg C, overnight,
6: 1.) SOCl2, 2.) K2CO3, / 1.) CH2Cl2, 0 to 10 deg C, 1.5 h, 2.) DMF, RT; 18 h,
7: 60 percent / 80percent m-CPBA, / CH2Cl2 / 0.5 h
With
sodium hydroxide; N-Bromosuccinimide; n-butyllithium; thionyl chloride; Perbenzoic acid; hydrogen; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid;
platinum(IV) oxide;
In
methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.37.2109