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Oxidation of Benzylic Alcohols with Urea Hydrogen Peroxide/Calcium Chloride in PEGDME<sub>250</sub>
Oxidation of Benzylic Alcohols with Urea Hydrogen Peroxide/Calcium Chloride in PEGDME250
Bulletin of the Korean Chemical Society. 2014. Feb, 35(2): 629-630
Copyright © 2014, Korea Chemical Society
  • Received : August 01, 2013
  • Accepted : November 09, 2013
  • Published : February 20, 2014
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About the Authors
Su Jeong Ha
Eun-Young Jung
Won Mi Kim
Jong Chan Lee

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Experimental
All the alcohols and PEGDME 250 were purchased from Aldrich and used as received. The reactions were checked by TLC using silica gel plates. Merck silica gel 60 (230-400 mesh) was used for flash column chromatography. 1 H NMRspectra were measured by the Varian Gemini 2000 (300MHz) spectrometer tetramethylsilane as an internal standard and CDCl 3 as a solvent. Mass spectra were recorded with a Micromass Autospectrometer. All products were known and identified by comparison of their 1 H NMR spectra with those of reported literature data.
General Procedure. A mixture of benzylic alcohol (1.0 mmol), urea hydrogen peroxide (1.5 mmol) and calcium chloride (0.5 mmol) was stirred in PEGDME 250 (2 mL) at 70 o C for 4 h. After cooling the mixture to room temperature the product is extracted into diethyl ether (3 × 20 mL), washed with water and dried over MgSO 4 . The combined ether extracts were concentrated under reduced pressure and the crude product was purified by flash column chromatography (ethyl acetate/ n -hexane = 1:3, v/v) to give the desired carbonyl compound.
Acknowledgements
This research was supported by the Chung-Ang University research scholarship grants in 2013.
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