Reaction Steps
The title compound was prepared from methyl 3-(4-((3-hydroxyphenyl)ethynyl)phenyl)propanoate (100 mg, 0.45 mmol) and 3-bromoprop-1-ene (133 mg, 0.96 mmol) according to the general procedure IV to give 101 mg (70%) of a pale yellow oily product. Rf=0.55 (EtOAc:PE, 1:1); 1H NMR (CDCl3): δ 7.45 (d, J=8.0 Hz, 2H), 7.24 (t, J=1.3 Hz, 1H), 7.18 (d, J=8.0 Hz, 2H), 7.12 (d, J=7.8 Hz, 1H), 7.06 (t, J=1.9 Hz, 1H) 6.90 (dd, J=8.3 Hz, 2.5 Hz, 1H), 6.10-6.00 (m, 1H), 5.42 (dd, J=17.3 Hz, 1.5 Hz, 1H), 5.30 (dd, J=10.5 Hz, 1.3 Hz, 1H), 4.55 (dt, J=5.3 Hz, 1.3 Hz, 2H), 3.67 (s, 3H), 2.96 (t, J=7.8 Hz, 2H), 2.63 (t, J=7.8 Hz, 2H); 13C NMR (CDCl3): δ 173.1, 158.3, 140.9, 133.0, 131.7, 129.4, 128.3, 124.3, 124.3, 121.1, 117.7, 117.2, 115.6, 89.1, 89.0, 68.8, 51.6, 35.4, 30.8; MALDI-MS m/z 343.4 (M+Na+).
