反应详情

Bromine (2.95 g, 15.95 mmol) was added to a stirring solution of 3-ethoxy-2-hydroxybenzaldehyde (5.30 g, 31.9 mmol), which was dissolved in 30% HBr/HOAc The solution was stirred for 1.5 hrs at r.t. The reaction was quenched with H2O and extracted with ethyl acetate. The organic layer was washed with sat. ammonium chloride and dried over anhydrous sodium sulfate. Upon filtration the filtrate was concentrated in vacuo and purified by flash chromatography (silica gel) and eluted with 5% EtOAc/hexanes to yield 1.56 g (20%) of the title compound as a colorless oil: ESHRMS m/z 242.9657 (M−H, C9H9O3Br, Calc'd 242.9662).

1. customThe reaction was quenched with H2O
2. extractionextracted with ethyl acetate
3. washThe organic layer was washed with sat. ammonium chloride
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationUpon filtration the filtrate
6. concentrationwas concentrated in vacuo
7. custompurified by flash chromatography (silica gel)
8. washeluted with 5% EtOAc/hexanes