Trifluoromethanesulfonic anhydride → Methyl alpha-Cyclopentyl-1-Cyclohexen-1-Acetate

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Reaction Steps

The product of Example R (16.25 g, 0.068 mole) was dissolved in pyridine (100 mls) containing 3 g of 4-dimethylaminopyridine at 25° C. Trifluoromethane sulfonic anhydride (20.0 g, 0.068 moles) was added dropwise under N2 over 10 minutes. The temperature was increased to +50° C. for 15 minutes. After cooling the mixture to room temperature and stirring for 15 minutes, the reaction mixture was poured into 600 mls of 2N HCL and extracted with 1:1 ethyl acetate/ether. The organic phase was washed with brine and dried over Na2SO4. The filtration of the drying agent and removal of solvent gave 16 g of the title compound (99% yield).

Provenance & Evidence