Diisobutylaluminum hydride → HCID 21935720, compound

Participants

Reaction Steps

0.364 g (1.119 mmol) of the above prepared 2-methoxymethyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester in 6 ml of abs. THF was cooled down to 0° C. and reacted with 2.8 ml of DIBAL-H-solution (1.0 M in toluene, 2.5 eq.) for 1 h. Careful quenching with icewater, filtration over a pad of Celite, twofold extraction with AcOEt, washing with NH4Cl-solution, drying over magnesium sulfate, and evaporation of the solvents left a crude product which was purified by flash chromatography (SiO2, hexane/AcOEt=1/1) to yield finally 0.312 g of the title compound as colorless oil.

Provenance & Evidence