3-Iodobenzyl alcohol → HCID 58319087, compound

Participants

Reaction Steps

The title compound was prepared from methyl 3-(4-ethynylphenyl)propanoate (90 mg, 0.48 mmol) and (3-iodophenyl)methanol (0.07 mL, 0.55 mmol) according to the general procedure IB to give 40 mg (32%) of an orange oil after purification by flash chromatography (SiO2, EtOAc/hexanes, 1:30→1:10). Rf: 0.24 (EtOAc:hexanes, 1:5); 1HNMR (CDCl3) δ 7.53 (s, 1H), 7.46-7.43 (m, 3H), 7.34-7.32 (m, 2H), 7.19-7.16 (m, 2H), 4.69 (s, 2H), 3.66 (s, 3H), 2.98-2.93 (t, 2H, J=7.8 Hz), 2.66-2.61 (t, 2H, J=7.8 Hz), 1.83 (s, 1H); 13CNMR (CDCl3) δ 173.1, 141.1, 140.9, 131.7, 130.7, 130.0, 128.6, 128.3, 126.7, 123.6, 121.1, 89.4, 88.9, 64.9, 51.6, 35.4, 30.8; ESI-MS m/z 317.1 (MNa+).

Provenance & Evidence