N-(3-Methoxyphenyl)-2,2-dimethylpropanamide

3282-30-2

536-90-3

56619-93-3

Pivaloyl chloride (25.0 mL, 205 mmol) was slowly added dropwise at 0 °C under argon protection to a mixed solution of ethyl acetate (300 mL) and purified water (860 mL) containing m-aminoanisole (21.9 mL, 195 mmol), sodium carbonate monohydrate (62.0 g, 500 mmol). The reaction mixture was stirred at 0 °C for 1 h. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (300 mL). The organic layers were combined, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was recrystallized with ethyl acetate to afford N-(3-methoxyphenyl)pivalamide (Compound 1a) (40.2 g, 194 mmol, 99.5% yield) as a colorless solid.TLC showed Rf = 0.50 (hexane/ethyl acetate = 6:1).