Acetic Acid → 2-{p-[(3,5-Dichloro-2-pyridyl)oxy]phenoxy}propionaldehyde

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl 2-{p-[(3,5-dichloro-2-pyridyl)oxy]phenoxy}propionate (1,455 g, 4.06 mol) in toluene (12 L) is cooled to -55° C. under a nitrogen atmosphere and diisobutylaluminum hydride (5.42 L of a 1.0M solution) is added over 2 hours. The reaction mixture is then stirred for 5 hours at -55° C. and glacial acetic acid (1.8 L) is added dropwise, while allowing the mixture to exotherm to 15° C. Heptane (12 L) is added and the mixture is washed sequentially with 5% hydrochloric acid solution, water, saturated sodium bicarbonate solution and water and concentrated in vacuo to obtain the title product as a yellow-orange liquid (1,159 g) which is identified by 1HNMR spectral analysis.

Provenance & Evidence