3,3-Bis(4-fluorophenyl)-2-[1-(1-methylethyl)-1H-tetrazol-5-yl]-2-propenol → 3,3-Bis(4-fluorophenyl)-2-[1-(1-methylethyl)-1H-tetrazol-5-yl]-2-propenal

Participants

Reaction Steps

The allylic alcohol (0.96 g) prepared in Step C was dissolved in 45 mL of dry methylene chloride at room temperature and to this vigorousy stirred solution was added 0.64 g (2.96 mmoles) pyridinium chlorchromate in one single portion. After the reaction mixture was stirred for four hours an analytical TLC eluted once with 10% EtOAc in hexanes (v/v) and twice with 20% EtOAc in hexanes (v/v) showed one major product spot at Rf =0.22. The crude mixture was poured onto a bed of silica gel about 1/2 inches thick and eluted with 20% EtOAc in hexanes to give 0.51 g (53%) of the title compound. MS (CI): m/e=355 for (M+H)+.

Provenance & Evidence