1-Bromo-2-iodobenzene → HCID 45112279, compound

Participants

Reaction Steps

The title compound was prepared from methyl 3-(4-ethynylphenyl)propanoate (300 mg, 1.59 mmol) and 1-bromo-2-iodobenzene (0.3 mL, 2.34 mmol) according to the general procedure ID to give 340 mg (62%) of an yellow oily product after purification by flash chromatography (SiO2, EtOAc:PE, 1:5). Rf=0.27 (EtOAc:PE, 1:5); 1H NMR (CDCl3) δ 7.61 (dd, J=8.0, 1.1 Hz, 1H), 7.54 (dd, J=7.7, 1.7 Hz, 1H), 7.52-7.48 (m, 2H), 7.28 (td, J=7.6, 1.2 Hz, 1H), 7.22-7.14 (m, 3H), 3.67 (s, 3H), 2.97 (t, J=7.7 Hz, 2H), 2.64 (t, J=7.7 Hz, 2H); 13C NMR (CDCl3) δ 173.1, 141.3, 133.2, 132.4, 131.8, 129.3, 128.4, 127.0, 125.6, 125.5, 120.9, 93.9, 87.8, 51.7, 35.4, 30.9; ESI-MS m/z 365.0 (M+Na+).

Provenance & Evidence