Hydrochloric Acid → HCID 89544929, compound

Participants

Reaction Conditions

Reaction Steps

280 mg of methyl 1-[3-chloro-5-(trifluoromethyl)-2-pyridyl]cyclopropanecarboxylate (step 1) was dissolved in 5 ml of dry toluene and the solution was cooled to −78° C. under argon. 2 ml of diisopropylaluminium hydride (1.2 N in toluene) was slowly added and the solution was allowed to warm up to ambient temperature. The mixture was stirred 45 min, then cooled to 0° C. and a saturated solution of ammonium chloride was added followed by 1N hydrochloric acid. The mixture was extracted with diethyl ether, the organic phase was dried over anhydrous sodium sulphate and evaporated under reduced pressure giving an oil which solidified on standing. Thus, 220 mg of [1-[3-chloro-5-(trifluoromethyl)-2-pyridyl]cyclopropyl]methanol was obtained. 1H-NMR (CDCl3): 8.71 ppm (s, 1H), 7.92 ppm (s, 1H), 3.84 ppm (d, 2H), 1.85 ppm (t, 1H), 1.12 ppm (m, 2H), 1.07 ppm (m, 2H).

Provenance & Evidence