Water → Dimethyl 2-hept-6-enyl-2-(7,7,8,8,8-pentafluorooctyl)propan-1,3-dioate

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Reaction Steps

Dimethyl 2-hept-6-enylpropan-1,3-dioate(5 g, 21.9 mmol) prepared in Step 3 was dissolved in anhydrous DMSO(50 ml), 60% sodium hydride(0.96 g, 24.09 mmol) was added at room temperature, and the resulting mixture was stirred for 30 minutes at room temperature. To the reaction mixture was added 1,1,1,2,2-pentafluoro-8-iodooctane(8.7 g, 26.28 mmol) prepared in Step 2, which was then stirred overnight under heating at 70˜80° C. The temperature was lowered to 0° C. and water was added. The mixture thus obtained was extracted with ethyl acetate, washed with water and saturated saline solution in order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography(eluent:n-hexane/ethyl acetate=30/1, v/v) to give 9.3 g(Yield 98.8%) of the pure title compound as a colorless oil.

Provenance & Evidence