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ChemicalBook CAS DataBase List 2,5-Dimethoxy-Beta-Nitrostyrene
40276-11-7

2,5-Dimethoxy-Beta-Nitrostyrene synthesis

1synthesis methods
A preparation method of 2, 5-dimethoxy-beta-nitrostyrene, which comprises the following steps: step (1): adding materials 2, 5-dimethoxybenzaldehyde, nitromethane, ammonium acetate and an organic solvent into a reaction kettle, wherein the mass ratio of the materials 2, 5-dimethoxybenzaldehyde to nitromethane to the organic solvent to ammonium acetate is 1:0.7-0.9:4-5:0.25-0.3, and reacting for 4-10 hours at the temperature of 70-80 ℃; step (2) of adding an aqueous solution to the reaction solution obtained in step (1) and washing the mixture to separate the mixture into an aqueous layer and an organic layer; and directly cooling and crystallizing the organic layer, and centrifuging to obtain a finished product of the 2, 5-dimethoxy-beta-nitrostyrene.
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Yield:40276-11-7 71%

Reaction Conditions:

with ammonium acetate at 90; for 0.75 h;Microwave irradiation;Henry Nitro Aldol Condensation;

Steps:

4.1.2. General procedure for the synthesis of substituted β-nitrostyrenes,3a-3h

General procedure: β-Nitrostyrenes were synthesized using known procedures [62].Substituted aldehyde (1.0 mmol), nitro methane (1.5 mmol) andammonium acetate (0.8 mmol) were reacted using a Discover CEMmicrowave synthesizer (200 W, 20 psi, 30 s ramp time) at 90 C for 45min. Sealed microwave vessels (10 mL) were used in microwave-assistedorganic synthesis (MAOS). After completion of the reaction, the reactionmixture was cooled down and the formed crystals were filtered, washedwith methanol and recrystallized using methanol to give the β-nitrostyrenederivatives 3a-3h.

References:

de Silva, Nilamuni H.;Pyreddy, Suneela;Blanch, Ewan W.;Hügel, Helmut M.;Maniam, Subashani [Bioorganic Chemistry,2021,vol. 114,art. no. 105128] Location in patent:supporting information

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