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Alcohol to Acid

(CrO3 + H5IO6)


Example 1

To a suspension of H5IO6 (159 mg, 0.698 mmol) in ACN was added CrO3 (0.6 mg, 0.0061 mmol), and the mixture was stirred at RT for 30 min. The mixture was cooled to 0 C and a solution of the SM (100 mg, 0.349 mmol) was added dropwise. The reaction mixture was stirred at 0 C for 30 min. The org solvent was removed in vacuo, the residue was supended in H2O (10 mL), and the mixture was extracted with EtOAc (3 x 10 mL). The combined organics were washed with H2O, dried (Na2SO4), and concentrated  to provide the product as an off-white solid. [105 mg, quant.]

[Patent Reference: WO2015129926, page 190, (21.5 MB)]