Triacetoxyperiodinane → HCID 83598147, compound
Reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)[O:14][C:12](=O)[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]1=2)=O>O>[CH2:7]([C:6]1[O:14][C:12]([C:11]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)=[CH:10][C:11]=1[CH:12]=[O:14])[CH3:8]Participants
3
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of (2-ethyl-5-phenylfuran-3-yl)methanol (5.9 g) obtained by the above-mentioned reaction in methylene chloride (30 mL) was added Dess-Martin reagent (14.8 g) at 0° C., and the mixture was stirred at 0° C. for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (0% ethyl acetate/hexane to 25% ethyl acetate/hexane) to give the title compound (4.8 g, 83%) as an oil.