反应详情

To a two-layer solution of 5-amino-2-chlorophenol (3.19 g, 22.2 mmol) in tetrahydrofuran (50 mL)/1N aqueous sodium hydrogen carbonate solution (66 mL) was added a solution of 3-(1-cyano-1-methylethyl)benzoyl chloride synthesized above in tetrahydrofuran (16 mL), and the mixture was stirred at room temperature for 6 hr. The aqueous layer was separated, and extracted with ethyl acetate (66 mL). The combined organic layer was washed with 5% aqueous sodium hydrogen carbonate solution (100 mL) and saturated brine (100 mL), and dried over anhydrous sodium sulfate. The insoluble material was filtered off, the filtrate was concentrated under reduced pressure, and the obtained residue was triturated with ethyl acetate/hexane to give the title compound (6.65 g, 95%) as a colorless powder.

1. customThe aqueous layer was separated
2. extractionextracted with ethyl acetate (66 mL)
3. washThe combined organic layer was washed with 5% aqueous sodium hydrogen carbonate solution (100 mL) and saturated brine (100 mL)
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationThe insoluble material was filtered off
6. concentrationthe filtrate was concentrated under reduced pressure
7. customthe obtained residue was triturated with ethyl acetate/hexane