Oxidation with Pyridinium Chlorochromate Adsorbed on Alumina

OXIDATION WITH PYRIDINIUM CHLOROCHROMATE ADSORBED ON ALUMINA 

Oxidation of Unsaturated Primary Alcohols to Unsaturated Aldehydes [604  

A solution of 0.51 g (3.8 mmol) of cinnamyl alcohol in 10 mL of hexane is stirred with 9.3 g (7.6 mmol) of the pyridinium chlorochromate reagent Procedure 5) at room temperature for 24 min. The solid is filtered off and washed with three 10 mL-portions of ether. The combined filtrates are evaporated, and the residue is distilled in vacuo to give 0.42 g (84%) of dnnamaldehyde, bp 130 °C at 20 mm ofHg. 

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