Aniline → HCID 59398537, compound

Participants

Reaction Steps

2,2,2-Trifluoro-N-[3-(3-hydroxypropyl)-5-(trifluoromethyl)phenyl]acetamide (240 mg, 0.76 mmol) prepared by a method similar to that in the above “intermediate aniline: Synthesis 6” was dissolved in dichloromethane (5 mL), and Dess-Martin periodinane (355 mg, 0.84 mmol) was added thereto under ice-cooling. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 14 hours. The reaction solution was partitioned between a saturated sodium bicarbonate solution (30 mL) and ethyl acetate (50 mL). The organic layer was washed with saturated brine and then concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (n-hexane:ethyl acetate=1:1) to give 2,2,2-trifluoro-N-[3-(3-oxopropyl)-5-(trifluoromethyl)phenyl]acetamide (100 mg, 42%) as a yellow oil.

Provenance & Evidence