Use of Benzotrifluoride as Solvent for Chromium-catalysed Oxidations with Sodium Percarbonate

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Nicolas Delaval, Sandrine Bouquillon, Françoise Hénin and Jacques Muzart


Abstract

Chromium(VI)-catalysed oxidations of alcohols and benzylic methylene groups by sodium percarbonate have been carried out in refluxing benzotrifluoride; comparisons with previous studies showed that this solvent is a valuable alternative to 1,2-dichloroethane for such reactions.


References

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  18. Selectivity represents the yield based on the amount of substrate consumed.
  19. Following a referee's remark regarding the recoverability of the solvent, preparative experiments were carried out using 8 mmol of indan-1-ol in 80 ml of BTF. Some BTF (55–60 ml) was thus recovered by distillation of the filtrate under atmospheric pressure. After complete evaporation of the solvent under reduced pressure, the residue was subjected to flash chromatography, eluting with EtOAc–light petroleum (bp 30–60 °C)(20/80).
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