Diisobutylaluminumhydride → HCID 86681293, compound

Participants

Reaction Steps

Diisobutylaluminium hydride (DIBAL-H, 12.1 ml, 1M in Toluene) is added to a solution of 3-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-2-carboxylic acid methyl ester (1.84 g) in diethyl ether (30 ml) under nitrogen at −5° C. After 20 minutes at −5° C., the reaction mixture is diluted with ethyl acetate and is quenched with a saturated solution of NaHCO3. The resulted fine white precipitate is filtered and the aqueous phase is separated. The organic phase is washed with a saturated solution of NaHCO3 and with a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield {3-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-2-yl}-methanol (1.78 g) as a light yellow foam.

Provenance & Evidence