Aluminium lithium hydride → 4-({4-[Phenyl(3,3,5,5-tetramethylcyclohexylidene)methyl]phenyl}oxy)-1-butanol

Participants

Reaction Steps

The LAH reduction procedure described for 15 (example 5) was utilized using 36 (200 mg, 0.46 mmol), LAH (1 M solution in THF, 1.4 mL, 1.38 mmol) in THF (30 mL). The reaction was stirred for 0.5 h. Standard aqueous work-up followed by purification gave 126 mg (70%) of the title product 37 as a white solid. 1H NMR (400 MHz, CDCl3): δ 7.28-7.24 (m, 2H), 7.18-7.14 (m, 3H), 7.07 (d, J=8.4 Hz, 2H), 6.79 (d, J=8.4 Hz, 2H), 3.97 (t, J=6.0 Hz, 2H), 3.71 (br m, 2H), 1.98 (s, 2H), 1.95 (s, 2H), 1.88-1.84 (pentet, J=6.0 Hz, 2H), 1.78-1.70 (pentet, J=5.6 Hz, 2H), 1.28 (s, 2H), 0.93 (s, 6H), 0.92 (s, 6H). LCMS (APCI): m/z 393 (M+H)+.

Provenance & Evidence