Phenylacetylene → HCID 58319092, compound

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Reaction Steps

The title compound was prepared from methyl 3-(4-iodophenyl)propanoate (100 mg, 0.34 mmol) and phenylacetylene (0.04 mL, 0.36 mmol) according to the general procedure IA to give 66 mg (72%) of a brown oil after purification by flash chromatography (SiO2, EtOAc/hexanes, 1:10). Rf: 0.31 (EtOAc:hexanes, 1:5); 1HNMR (CDCl3) δ 7.53-7.50 (m, 2H), 7.47-7.44 (m, 2H), 7.34-7.32 (m, 3H), 7.19-7.16 (m, 2H), 3.66 (s, 3H), 2.98-2.93 (t, 2H, J=7.5 Hz), 2.66-2.61 (t, 2H, J=7.5 Hz); 13CNMR (CDCl3) δ 173.1, 140.8, 131.7, 131.5, 128.3, 128.3, 128.1, 123.3, 121.2, 89.3, 89.1, 51.6, 35.4, 30.8; ESI-MS m/z 287.1 (MNa+).

Provenance & Evidence