Sodium Hydroxide → Benzaldehyde, 2-(trifluoromethoxy)-, oxime

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Reaction Steps

To a solution of sodium hydroxide (7 g, 175.00 mmol, 1.19 equiv) in water (120 mL) was added a stirred solution of NH2OH.HCl (11.8 g, 169.78 mmol, 1.15 equiv) in water (120 mL) at 0°C. The resulting solution was stirred fo(10 min at 0°C. Then a solution of 2-(trifluoromethoxy)benzaldehyde (28 g, 147.29 mmol, 1.00 equiv) in ethanol (120 mL) was added. The resulting solution was allowed to stir for an additional 1 h at room temperature. The resulting solution was diluted with 500 ml of H2O, extracted with 2×700 mL of ethyl acetate and the organic layers were combined, washed with 2×300 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum to give (E)-2-(trifluoromethoxy)benzaldehyde oxime as an off-white crystalline solid.

Provenance & Evidence