Sodium hydride → HCID 86616648, compound

Participants

Reaction Steps

3-(1-Methylethyl)-6-(methyloxy)-2-phenyl-1-naphthalenol (72) (0.35 g, 1.21 mmol) was treated with NaH in DMF followed by addition of 4-fluorobenzaldehyde to give 0.44 g (91%) of the title compound (73) as a light yellow foam. 1H NMR (400 MHz, CDCl3): δ 1.20 (d, J=6.8 Hz, 6H), 2.91 (sept, J=6.8 Hz, 1H), 3.94 (s, 3H), 6.67 (d, J=8.8 Hz, 2H), 7.05 (dd, J1=9.0 Hz, J2=2.4 Hz, 1H), 7.08-7.13 (m, 2H), 7.18-7.26 (m, 4H), 7.61 (d, J=8.6 Hz, 2H), 7.64-7.70 (m, 2H), 9.79 (s, 1H). LCMS (ESI): m/z 397 (M+H)+.

Provenance & Evidence