Methyl iodide → Methyl 3-(4-((3-methoxyphenyl)ethynyl)phenyl)propanoate

Participants

Reaction Steps

The title compound was prepared from methyl 3-(4-((3-hydroxyphenyl)ethynyl)phenyl)propanoate (41 mg, 0.20 mol) and iodomethane (60 μL, 0.97 mmol) according to the general procedure IV to give 38 mg (69%) of a pure yellow oil. Rf=0.37 (EtOAc:PE, 1:3); 1H NMR (CDCl3): δ 7.45 (dt, J=8.3 Hz, 2.0 Hz, 2H), 7.27-7.23 (m, 1H), 7.18 (d, J=8.3 Hz, 2H), 7.12 (dt, J=7.5 Hz, 1.3 Hz, 1H), 7.05 (dd, J=2.8 Hz, 1.5 Hz, 1H), 6.88 (ddd, J=8.4 Hz, 2.4 Hz, 1.0 Hz, 1H), 3.82 (s, 3H), 3.76 (s, 3H), 2.63 (t, J=7.8 Hz, 2H); 13C NMR (CDCl3): δ 173.1, 159.3, 140.9, 131.8, 129.4, 128.3, 124.3, 124.1, 121.1, 116.3, 114.8, 89.1, 89.0, 55.3, 51.6, 35.4, 30.8.

Provenance & Evidence