Sodium hydride → HCID 86087180, compound

Participants

Reaction Steps

6-(Methyloxy)-2-phenyl-3-propyl-1-naphthalenol (97) (0.54 g, 1.86 mmol) was treated with NaH in DMF followed by addition of 4-fluorobenzaldehyde to give 0.66 g (89%) of the title compound (98) as a light yellow foam. 1H NMR (400 MHz, CDCl3): δ 0.81 (t, J=7.3 Hz, 3H), 1.40-1.55 (m, 2H), 2.53 (t, J=7.7 Hz, 2H), 3.94 (s, 3H), 6.67 (d, J=8.7 Hz, 2H), 7.05 (dd, J1=9.0 Hz, J2=2.5 Hz, 1H), 7.08-7.14 (m, 2H), 7.18 (d, J=2.5 Hz, 1H), 7.19-7.25 (m, 3H), 7.58-7.64 (m, 3H), 7.67 (d, J=9.2 Hz, 1H), 9.79 (s, 1H). LCMS (ESI): m/z 397 (M+H)+.

Provenance & Evidence