Lithium → (2,6-Diethoxy-4'-fluorobiphenyl-4-yl)methanol

Participants

Reaction Steps

A solution of lithium aluminumhydride (34 ml, 34 mmol) in THF was added dropwise over 30 min to a stirred solution of Compound 2 (14 g, 42 mmol) in THF (120 mL) at room temperature. After 2 h, TLC showed no starting material left. The reaction mixture was stored in the fridge overnight and was quenched by the sequential addition of water (4 mL), aq NaOH (0.5 M, 4 mL) and water (4 mL). The mixture was filtered through CELITE (diatomaceous earth), washed thoroughly with EtOAc and the filtrate was concentrated to give Compound 3 as white solid. H NMR (500 MHz, CDCl3, ppm): 1.3 (t, 6H), 1.8 (t, 1H), 4.0 (q, 4H), 4.7 (d, 2H), 6.7 (s, 2H), 7.1 (m, 2H), 7.4 (m, 2H).

Provenance & Evidence