反应详情

Trifluoromethanesulfonic anhydride (1.5 mL, 8.9 mmol) was slowly added to a solution of methyl 2-oxocyclopentanecarboxylate (1.0 mL, 8.1 mmol) and N,N-diisopropylethylamine (2.2 mL, 13.0 mmol) in methylene chloride (30 mL) under a nitrogen atmosphere at room temperature. The reaction was stirred for 72 h, and then partitioned between methylene chloride and water. The organic layer was washed with 1 N HCl, aqueous NaHCO3, and brine; dried over magnesium sulfate; and concentrated to give an oil. The product was purified by FCC on silica gel eluting ethyl ether:hexane (5:95) to give 2-trifluoromethanesulfonyloxy-cyclopent-1-enecarboxylic acid methyl ester (1.62 g, 73%) as a yellow oil.

1. custompartitioned between methylene chloride and water
2. washThe organic layer was washed with 1 N HCl, aqueous NaHCO3, and brine
3. dry with materialdried over magnesium sulfate
4. concentrationand concentrated
5. customto give an oil
6. customThe product was purified by FCC on silica gel
7. washeluting ethyl ether:hexane (5:95)