Multi-step reaction with 6 steps
1: 1.) AlCl3, Br2, 2.) NaBH4 / 1.) CH2Cl2, 40 deg.C, 30 min, 2.) CH3OH, 0 deg.C, 2 h
2: 75 percent / 1.) NaH / dimethylformamide / 1.) 0 deg.C, 30 min, 2.) 30 deg.C, 3 h
3: 1.) Mg / 1.) THF, reflux, 2.5 h, 2.) THF, reflux 3 h
4: 82 percent / pyridinium chlorochromate / CH2Cl2 / 36 h / 25 °C
5: 90 percent / tetrahydrofuran / 1.) -78 deg. C, 1 h, 2.) -78 - 0 deg.C, 1 h
6: 100 percent / phosphoryl chloride / CH2Cl2 / 1 h / 25 °C
With
sodium tetrahydroborate; aluminium trichloride; bromine; sodium hydride; magnesium; pyridinium chlorochromate; trichlorophosphate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570300631