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ChemicalBook CAS DataBase List 3,4-DIHYDROXY-6-NITROBENZALDEHYDE

3,4-DIHYDROXY-6-NITROBENZALDEHYDE synthesis

4synthesis methods
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Yield:73635-75-3 77.4%

Reaction Conditions:

Stage #1:6-nitro-1,3-benzodioxole-5-carbaldehyde with aluminum (III) chloride for 2 h;Cooling with ice;
Stage #2: with hydrogen bromide at 20; for 48 h;

Steps:

1.2 Demethylene reaction
Dissolve 1 g of 6-nitropiperonal in 10 mL of organic solvent.It was added dropwise to 2.5 g of an aluminum chloride organic solvent, and reacted for 2 hours under ice bath.After completion of the reaction, the reaction solution was poured into 25 mL of hydrobromic acid, and stirred at room temperature for 48 h.The reaction mixture was diluted with a large amount of water and extracted with ethyl acetate three times.Drying over anhydrous magnesium sulfate, the filtrate obtained by suction filtration was dried.Recrystallization from solvent and suction filtration to obtain yellow pure 4,5-dihydroxy-2-nitrobenzaldehyde0.72g,The yield was 77.4%.

References:

Dalian University of Technology;Qiao Weihong;Yao Weihe;Wang Ning CN110003031, 2019, A Location in patent:Paragraph 0038; 0041; 0042

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