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Benzyl alcohols to Benzaldehydes

Started by slothrop, December 17, 2002, 08:58:00 AM

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slothrop


From Synlett 2002, 12, pp2041-42,
A Novel and Efficient Oxidation of Benzyl Alcohols to Benzaldehydes with DMSO Catalyzed by Acids

Typical procedure: A mixture of 557 mg of benzyl alcohol, 0.15 mL of HBr (48 %) and 5 mL of DMSO was stirred in an oil bath at 100°C. TLC (petroleum ether/diethyl ether, 1:1) was used to indicate the completion of the reaction (3 h). To the reaction mixture were added 5 mL brine followed by extraction with 30 mL of diethyl ether. The ether layer was washed with brine (5 mL x 4). Evaporation of the ether and subsequent buld to buld distillation produced 530 mg of benzaldehyde in 95 % yield.

//Tyrone Slothrop

java

Good find, ........congratulations!


slothrop

Ops, sorry for being redundant.

//Tyrone Slothrop