Nitromethane → 2-Chloro-3,4-dimethoxy-1-[(E)-2-nitroethenyl]benzene

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Reaction Steps

The mixture of 2-chloro-3,4-dimethoxybenzaldehyde (5 g, 24.92 mmol) (Aldrich) and nitromethane (6.6 ml, 122 mmol) and ammonium acetate (1.921 g, 24.92 mmol) was reflux in glacial acetic acid (20 mL) for 4 h. Mixture was diluted with brine (300 ml) and extracted with ethyl acetate (2×150 ml), washed with water, dried over magnesium sulfate and evaporated to give (E)-2-chloro-3,4-dimethoxy-1-(2-nitrovinyl)benzene (6.07 g, 24.92 mmol, 100% yield). LCMS (M+H)+: 244.0

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