HCID 66707351, compound → HCID 66707167, compound

Participants

Reaction Steps

LiAH4 (0.039 g, 1.03 mmol) was added to a solution of ester 126 (0.166 g, 0.515 mmol) in Et2O (10 mL) at 0° C. The mixture was stirred at room temperature for 0.5 h, and then cooled to 0° C., quenched with ice, and filtered through Celite. The organic fraction was dried and evaporated, and then column chromatography of the residue, eluting with 95:5 CH2Cl2:MeOH, gave (4-{(E)-2-[4-(trifluoromethoxy)phenyl]ethenyl}phenyl)methanol (127) (0.182 g, 82%) as a white solid: mp 161-163° C.; 1H NMR [(CD3)2SO] δ 7.78 (d, J=8.8 Hz, 2H), 7.57 (d, J=8.2 Hz, 2H), 7.31-7.38 (m, 4H), 7.27 (s, 2H), 5.16 (t, J=5.7 Hz, 1H), 4.51 (d, J=5.7 Hz, 2H). APCI MS m/z 277 [M+H−H2O]+.

Provenance & Evidence