反应详情

Methyl 3-(4-aminobutoxy)benzoate (4.81 g) was dissolved in 50.0 mL of tetrahydrofuran and N,N-diisopropylethylamine (2.90 g, 22.4 mmol) was added. Under cooling, 2-chlorobenzoxazole (3.44 g, 22.4 mmol) was added dropwise thereto and stirred overnight at room temperature. Following the addition of water, the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine. The organic layer was dried with sodium sulfate and then concentrated under reduced pressure, followed by purification by silica gel column chromatography (hexane:ethyl acetate=4:1) to give a compound of interest (3.22 g, 50.7%).

1. temperatureUnder cooling
2. extractionthe resulting mixture was extracted with ethyl acetate
3. washThe organic layer was washed with brine
4. dry with materialThe organic layer was dried with sodium sulfate
5. concentrationconcentrated under reduced pressure
6. customfollowed by purification by silica gel column chromatography (hexane:ethyl acetate=4:1)
7. customto give a compound of interest (3.22 g, 50.7%)