Isopropanol → HCID 86700531, compound

Participants

Reaction Steps

Into a glass flask were charged 3.00 g (8.90 mmol) of 4-(2-bromo-1,1,2,2-tetrafluoroethyl)cyclopentane-1,3-dicarboxylic acid, 25 g of isopropanol, 25 g of cyclohexane and 0.300 g of p-toluenesulfonic acid, and the mixture was refluxed using a Dean and Stark apparatus for 10 hrs. Thereafter, the solvent was distilled off, and 100 mL of ethyl acetate was added thereto. The organic layer was washed with 50 mL of an aqueous sodium bicarbonate solution three times, and then with 50 mL of saturated brine once. After washing, the solvent of the organic layer was distilled off, and purification was carried out on column chromatography to obtain 1.54 g of diisopropyl 4-(2-bromo-1,1,2,2-tetrafluoroethyl)cyclopentane-1,3-dicarboxylate (precursor compound (a-6)) represented by the following formula (a-6) (yield: 41%).

Provenance & Evidence