反应详情

温度

60 °C

A solution of (4-bromo-2-nitro-phenyl)-acetic acid methyl ester (0.99 g, 3.61 mmol) in ethanol (8 mL) at room temperature is treated with isoamyl nitrite (0.60 mL, 4.47 mmol). A solution of NaOEt in ethanol (1.9 M, 2.0 mL) is added, and the mixture is stirred at 60° C. for 2 hours and at room temperature for 16 hours. The mixture is neutralized with HCl (1.0 M, 4.0 mL) and concentrated under reduced pressure. The residue is extracted with ethyl acetate (20 mL×2) and the combined organic layers are dried over sodium sulfate and concentrated under reduced pressure. The residue is purified via silica gel chromatography eluting with 25% ethyl acetate in hexanes to give the title compound (0.36 g, 37%). ES/MS m/e 269.8; 271.8 (M+1).

1. concentrationconcentrated under reduced pressure
2. extractionThe residue is extracted with ethyl acetate (20 mL×2)
3. dry with materialthe combined organic layers are dried over sodium sulfate
4. concentrationconcentrated under reduced pressure
5. customThe residue is purified via silica gel chromatography
6. washeluting with 25% ethyl acetate in hexanes