反应详情

A solution of 3,5-difluoro-2-nitrophenol and 3,5-difluoro-4-nitrophenol (3.54 g, 20 mmol), allyl bromide (2.9 g, 24 mmol) and potassium carbonate (8.3 g, 60 mmol) in acetone (50 mL) was refluxed for 2 h. The progress of reaction was monitored by TLC. After completion, the reaction mixture was concentrated under reduced pressure at 25° C. The residue was diluted with water extracted with ether. The organic layer was washed with water, dried over anhydrous Na2SO4 and concentrated under reduced pressure at 25° C. The residue obtained was purified by silica gel column chromatography (0-1% ethyl acetate-hexane) to yield 1-(allyloxy)-3,5-difluoro-2-nitrobenzene (934 mg). 1H-NMR (400 MHz, CD3OD): δ 4.72 (2H, d), 5.32 (1H, d J=10.8), 5.42 (1H, d, J=17.2), 5.98-6.02 (1H, m), 6.85 (1H, dt), 6.96 (1H, d).

1. customThe progress of reaction
2. concentrationAfter completion, the reaction mixture was concentrated under reduced pressure at 25° C
3. additionThe residue was diluted with water
4. extractionextracted with ether
5. washThe organic layer was washed with water
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated under reduced pressure at 25° C
8. customThe residue obtained
9. customwas purified by silica gel column chromatography (0-1% ethyl acetate-hexane)