Benzene, 1-iodo-3-(trifluoromethyl)- → HCID 67072522, compound

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Reaction Steps

The title compound was prepared from methyl 3-(4-ethynylphenyl)propanoate (101 mg, 0.54 mmol) and 1-iodo-3-(trifluoromethyl)benzene (0.09 mL, 0.62 mmol) according to the general procedure IC to give 119 mg (67%) of an yellow oil after purification by flash chromatography (SiO2, EtOAc/hexanes, 1:5). Rf: 0.58 (EtOAc:hexanes, 2:5); 1HNMR (CDCl3) δ 7.77 (s, 1H), 7.68-7.66 (m, 1H), 7.57-7.55 (m, 1H), 7.48-7.43 (m, 3H), 7.21-7.18 (m, 2H), 3.67 (s, 3H), 3.00-2.94 (t, 2H, J=7.8 Hz), 2.67-2.61 (t, 2H, J=7.8 Hz); 13CNMR (CDCl3) δ 173.0, 141.4, 134.6, 131.8, 128.8, 128.4, 128.3, 128.3, 124.7, 124.6, 124.6, 124.3, 120.5, 90.8, 87.5, 51.6, 35.3, 30.8; ESI-MS m/z 355.1 (MNa+).

Provenance & Evidence