Acetonitrile → 2-[2-(Dimethylamino)ethylamino]succinic acid bis(3,3,4,4,5,5,6,6,6-nonafluorohexyl) ester

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Reaction Steps

In an amount of 12.0 g (20 mmol) of 1,4-di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) succinate, 1.9 g (22 mmol) of N,N-dimethylaminoethylamine and 2.9 g (22 mmol) of potassium carbonate were dissolved in 50 mL of acetonitrile and refluxed for 6 hours with heating. Then, the reaction mixture was transferred to a separatory funnel and added with 500 mL of ethyl acetate. The organic phase was washed with a saturated aqueous sodium hydrogencarbonate solution. Then, the organic layer was collected, and the organic solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=100:3 to 100:6 (volume ratio)) to obtain 10.7 g (yield: 54%) of the target compound.

Provenance & Evidence