Benzaldehyde, p-phenylthio- → Ethyl (E)-3-(4-(phenylthio)phenyl)acrylate

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Reaction Steps

The title compound was prepared from 4-(phenylthio)benzaldehyde (S41) and triethylphosphonoacetate using the procedure described for ethyl-(E)-3-(4-benzylphenyl)acrylate (S38). Column chromatography (SiO2, 4×8 cm, 10% EtOAc-hexanes) afforded S42 (1.55 g, 5.5 mmol, 84%) as a yellow oil: 1H NMR (CDCl3, 400 MHz) 9.91 (s, 1H), 7.62 (d, 1H, J=15.8 Hz), 7.46-7.21 (m, 9H), 6.38 (d, 1H, J=15.8 Hz); 13C NMR (CDCl3, 100 MHz) 166.8, 143.6, 140.0, 133.4, 132.7, 132.3, 129.4, 129.1, 128.5, 128.0, 117.8, 60.4, 14.2.

Provenance & Evidence