Citric Acid → HCID 67343467, compound

Participants

Reaction Steps

0.21 mL of cyclopentene, 0.14 g of potassium acetate, 0.13 g of tetrabutylammonium chloride, 3.1 mg of triphenylphosphine and 2.7 mg of palladium acetate were added to 1.0 mL of N-dimethylformamide solution containing 0.20 g of tert-butyl 2-(benzamido)-4-iodobenzoate at room temperature and stirred under nitrogen atmosphere at the same temperature for 17 hours. 0.21 mL of cyclopentene, 23 mg of potassium acetate, 3.1 mg of triphenylphosphine and 2.7 mg of palladium acetate were added to the reaction mixture and stirred at 70° C. for 3 hours after stirred at room temperature for 9 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 10% citric acid aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [eluent; toluene] to obtain 94 mg of tert-butyl 2-(benzamido)-4-(2-cyclopenten-1-yl)benzoate as white solid.

Provenance & Evidence