1-Bromo-3-(isocyanomethyl)benzene → HCID 86654701, compound

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The title compound was prepared from methyl 3-(4-ethynylphenyl)propanoate (95 mg, 0.50 mmol) and 1-bromo-3-(isocyanomethyl)benzene (117 mg, 0.60 mmol) according to the general procedure IC to give 109 mg (71%) of a pale yellow oily product after purification by flash chromatography (SiO2, EtOAc:PE, 1:5). Rf=0.27 (EtOAc:PE, 1:2); 1H NMR (CDCl3) δ 7.51-7.44 (m, 4H), 7.36 (t, J=7.7 Hz, 1H), 7.31-7.27 (m, 1H), 7.19 (d, J=8.3 Hz, 2H), 3.73 (s, 2H), 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, 141.2, 131.8, 131.2, 131.0, 130.2, 129.2, 128.4, 127.6, 124.5, 120.8, 117.5, 90.3, 88.1, 51.7, 35.4, 30.8, 23.4; ESI-MS m/z 326.1 (M+Na+).

Provenance & Evidence