Hydrochloric Acid → (3,4-Dimethylthien-2-yl)-1-trityl-imidazol-4-yl-methanol

Participants

Reaction Steps

A solution of (3,4-dimethylthien-2-yl)-1-trityl-imidazol-4-yl methanone, C5, (3.4 g, 0.0075 mol) and sodium borohydride in 50 mL of 2-propanol was heated at reflux for 2 h. After cooling, 3N hydrochloric acid solution was added to the reaction mixture followed by 10% aqueous sodium carbonate solution. The mixture was concentrated under reduced pressure and the resulting solution was extracted twice with chloroform. The chloroform extracts were combined, dried (Na2SO4), and concentrated. The residue was recrystallized from ethyl acetate with a small amount of chloroform to give a white solid. The mother liquor was concentrated to give a second crop of the desired (3,4-dimethylthien-2-yl)-1-trityl-imidazol-4-yl-methanol, D5. The 1H NMR in CDCl3 supported the assigned structure. ##STR42##

Provenance & Evidence