1-Butanol → 3-(2-Butoxy-6-trifluoromethyl-pyridin-3-yl)-acrylic acid

Participants

Reaction Steps

To a suspension of 3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-acrylic acid (40 mg, 0.158 mmol) and 1-butanol (0.029 ml, 0.316 mmol) in DMF (2 mL) was added NaH (19 mg, 0.47 mmol) at 0° C. The mixture was stirred for 12 hours at room temperature. The residue was diluted with EtOAc and water. The organic layer was washed with 1N HCl, saturated sodium bicarbonate and brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude residue was column-chromatographed to give 3-(2-butoxy-6-trifluoromethyl-pyridin-3-yl)-acrylic acid (21 mg, 92%).

Provenance & Evidence