3-Bromobenzaldehyde → HCID 86654700, compound

Participants

Reaction Steps

The title compound was prepared from methyl 3-(4-ethynylphenyl)propanoate (102 mg, 0.54 mmol) and 3-bromobenzaldehyde (0.09 mL, 0.62 mmol) according to the general procedure IC to give 93 mg (59%) of an orange solid after purification by flash chromatography (SiO2, EtOAc/hexanes, 1:3). Rf: 0.16 (EtOAc:hexanes, 1:5); 1HNMR (CDCl3) δ 10.01 (s, 1H), 8.02 (s, 1H), 7.84-7.74 (m, 2H), 7.54-7.46 (m, 3H), 7.26-7.19 (m, 2H), 3.67 (s, 3H), 3.00-2.95 (t, 2H, J=7.8 Hz), 2.67-2.62 (t, 2H, J=7.8 Hz); 13CNMR (CDCl3) δ 191.6, 173.0, 141.4, 137.0, 136.5, 132.9, 131.8, 129.1, 128.8, 128.4, 124.6, 120.6, 90.9, 87.6, 51.6, 35.3, 30.8; EI-MS m/z 292 (M+).

Provenance & Evidence