Multi-step reaction with 4 steps
1: 99 percent / CHCl3 / 1.) RT, 15 min, 2.) reflux, 3 h, 3.) RT, overnight
2: 1.) n-butyllithium / 1.) THF, hexane, -100 deg C, 45 min, 2.) RT, overnight
3: 1.) pyridinium chlorochromate, 2.) 70percent aq. sulfuric acid / 1.) methylene dichloride, RT, overnight, 2.) from 95 to 100 deg C, overnight
4: 1.) a.) 50percent sulfuric acid, sodium nitrite, b.) urea, 2.) tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate / 1.) a.) water, 0 deg C, 45 min, 2.) from -5 to 0 deg C, irradiation, 20 min
With
n-butyllithium; tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate; sulfuric acid; urea; pyridinium chlorochromate; sodium nitrite;
In
chloroform;
DOI:10.1021/jo00250a019