Hydrochloric Acid → HCID 86622731, compound

Participants

Reaction Steps

50% aq. Sodium hydroxide (1.2 mL, 15.0 mmol) was added to a mixture of 2-fluoro-6-isobutoxybenzaldehyde (1.2 g, 6.1 mmol, EXAMPLE 16, Step 2) and hydroxylamine hydrochloride (0.47 g, 6.7 mmol) in ethanol (24 mL) and water (48 mL) at 0° C. The mixture was warmed to room temperature and stirred for 3 h. The mixture was neutrized with 2N hydrochloric acid and extracted with dichloromethane (100 mL×2). The combined extracts were dried over magnesium sulfate and concentrated in vacuo to give a solid. The residual solid was purified by silica gel column chromatography (hexane/ethyl acetate 9:1 to 6:1) to give 0.99 g (77%) of the title compound as a white solid.

Provenance & Evidence