Acetic Acid → 2-{3-[2-(4-Trifluoromethyl-phenyl)-ethoxycarbonylmethyl]-phenylsulfanylmethyl}-benzoic acid

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Reaction Steps

The titled compound was prepared according to the method described for example 1 above from 2-{3-[2-(4-trifluoromethyl-phenyl)-ethoxycarbonylmethyl]phenylsulfanylmethyl}-benzoic acid 2,2,2-trichloro-ethyl ester (160 mg, 0.264 mmol), zinc (345 mg, 5.28 mmol), HOAc, 97% (1.51 mL, 26.4 mmol) and DCM (12 mL). The crude was submitted to flash chromatography using heptane and EtOAc (70/30-60/40) as eluent to give the titled compound (87 mg, 69%) as an oil; 1H NMR (400 MHz, CDCl3): δ 2.97 (dd, 2H), 3.54 (s, 2H), 4.34 (dd, 2H), 4.58 (s, 2H), 7.00-7.06 (m, 1H), 7.12-7.18 (m, 2H), 7.21-7.34 (m, 5H), 7.42 (dd, 1H), 7.52 (d, 2H), 7.98 (d, 1H); Mass spectrum: M−H+ 473.

Provenance & Evidence