(4E)-3-(4-Chlorophenyl)-4,5-difluoro-6-(3-phenoxyphenyl)-4-hexen-1-ol → (4E)-3-(4-chlorophenyl)-4,5-difluoro-6-(3-phenoxyphenyl)-4-hexenal

Participants

Reaction Steps

To a stirred solution of (4E)-3-(4-chlorophenyl)-4,5-difluoro-6-(3-phenoxyphenyl)-4-hexen-1-ol (0.332 g, 0.80 mmol) in methylene chloride (20 ml) at room temperature under nitrogen was added pyridinium chlorochromate (PCC; 0.268 g, 1.24 mmol), and the resulting mixture was stirred for four hours. The reaction mixture was diluted with methylene chloride, washed sequentially with 10% hydrochloric acid, water, saturated sodium bicarbonate and water, and dried over anhydrous sodium sulfate. Concentration in vacuo afforded the title compound as a brown oil (0.324 g) which was characterized by 1HNMR, 19FNMR and mass spectral analysis, and used without further purification.

Provenance & Evidence