Multi-step reaction with 8 steps
1: 1) 98percent H2SO4, gl. acetic acid / 1) 70 deg C, 1.5 h, 2) reflux, overnight
2: 1) EtONa, 2) hexamethylphosphoramide / 1) THF, 0.5 h, 2) THF, rt, overnight
3: 73 percent / NaOH / ethanol; H2O / Heating
4: 60 percent / polyphosphoric acid / 6 h / Ambient temperature
5: 96 percent / NaOH / ethanol; H2O / Heating
6: 1) Et3N, 2-chloro-N-methylpyridinium iodide / 1) acetonitrile, 0.5 h, 2) 0.5 h
7: 82 percent / phenyltrimethylammonium tribromide / tetrahydrofuran / 1) 0 deg C, 0.5 h, 2) 1 h, 20 deg C
8: 73 percent / Na / methanol / 2.5 h / Heating
With
N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; PPA; sulfuric acid; 2-chloro-1-methyl-pyridinium iodide; sodium ethanolate; sodium; phenyltrimethylammonium tribromide; acetic acid; triethylamine;
In
tetrahydrofuran; methanol; ethanol; water;