Hydrochloric Acid → HCID 89654505, compound

Participants

Reaction Steps

1.46 g (2.96 mmol) of [1,5-dichloro-6-(trifluoromethylsulfonyloxy)-2-naphthyl]trifluoro-methanesulfonate (17) and 1.46 g (8.89 mmol) of 3-butyl-2-ethynylthiophene (18) are dissolved in 1.25 ml of dry triethylamine and 30 ml of dry THF. To the reaction mixture are added 208 mg (0.30 mmol) of Pd(PPh3)2Cl2 and 113 mg (0.59 mmol) of copper(I) iodide. The mixture is heated under reflux for 20 h. 3 ml of water and 3 ml of 1N HCl solution are added thereto, the phases are separated and the aqueous phase is extracted three times with 25 ml of DCM. The combined organic phases are dried over sodium sulfate. After the solvents have been distilled off, the residue is recrystallized from hexane/chloroform to obtain 505 mg (33%) of product. 1H NMR (CDCl3): 8.22 ppm (d, 2H), 7.68 (d, 2H), 7.27 (d, 2H), 6.94 (d, 2H), 2.88 (dd, 4H), 1.70 (m, 4H), 1.42 (qa, 4H), 0.96 (t, 6H).

Provenance & Evidence