Benzene, 2-bromo-1,4-dimethyl- → Methyl 3-(4-((2,5-dimethylphenyl)ethynyl)phenyl)propanoate

Beteiligte Stoffe

Reaktionsschritte

The title compound was prepared from methyl 3-(4-ethynylphenyl)propanoate (95 mg, 0.50 mmol) and 2-bromo-1,4-dimethylbenzene (0.08 mL, 0.60 mmol) according to the general procedure IF to give 123 mg (84%) of a clear oil after purification by flash chromatography (SiO2, EtOAc:PE, 1:8): Rf=0.21 (EtOAc:PE, 1:8); 1H NMR (CDCl3) δ 7.46-7.43 (m, 2H), 7.31 (s, 1H), 7.19-7.17 (m, 2H), 7.11-7.10 (m, 1H), 7.04-7.02 (m, 1H), 3.67 (s, 3H), 2.96 (t, J=7.8 Hz, 2H), 2.63 (t, J=7.8 Hz, 2H), 2.45 (s, 3H), 2.30 (s, 3H); 13C NMR (CDCl3) δ 173.5, 140.8, 137.2, 135.2, 132.4, 131.8, 129.5, 129.3, 128.5, 123.0, 121.7, 93.0, 88.4, 51.8, 35.6, 31.0, 20.9, 20.3; ESI-MS m/z 315.1 (M+Na+).

Herkunft & Nachweise