Sodium hydride → 4-{[3-Butyl-6-(methyloxy)-2-phenyl-1-naphthalenyl]oxy}benzaldehyde

Participants

Reaction Steps

3-Butyl-6-(methyloxy)-2-phenyl-1-naphthalenol (81) (0.25 g, 0.82 mmol) was treated with NaH in DMF followed by addition of 4-fluorobenzaldehyde to give 0.27 g (82%) of 82 as a light yellow oil. 1H NMR (400 MHz, CDCl3): δ 0.77 (t, J=7.3 Hz, 3H), 1.10-1.25 (m, 2H), 1.40-1.50 (m, 2H), 2.55-2.60 (m, 2H), 3.94 (s, 3H), 6.68 (d, J=8.6 Hz, 2H), 7.05 (dd, J1=9.1 Hz, J2=2.4 Hz, 1H), 7.08-7.13 (m, 2H), 7.17 (d, J=2.6 Hz, 1H), 7.18-7.25 (m, 3H), 7.58-7.64 (m, 3H), 7.67 (d, J=9.1 Hz, 1H), 9.79 (s, 1H). LCMS (ESI): m/z 411 (M+H)+.

Provenance & Evidence