3-BROMO-5-NITROBENZALDEHYDE synthesis
- Product Name:3-BROMO-5-NITROBENZALDEHYDE
- CAS Number:355134-13-3
- Molecular formula:C7H4BrNO3
- Molecular Weight:230.02
99-61-6
355134-13-3
General procedure for the synthesis of 3-bromo-5-nitrobenzaldehyde from m-nitrobenzaldehyde: 3-nitrobenzaldehyde (1.0 g, 6.6 mmol) was dissolved in concentrated sulfuric acid (4.0 mL) at room temperature, followed by batchwise addition of N-bromosuccinimide (1.4 g, 7.9 mmol). The reaction mixture was heated to 65 °C and maintained at this temperature for 1 hour. After completion of the reaction, it was cooled to room temperature and the reaction solution was slowly poured into ice water, the solid was precipitated and collected by filtration. The crude product was dried with anhydrous sodium sulfate and purified by recrystallization through a solvent mixture of ethyl acetate/petroleum ether (1:10, v/v) to finally obtain 3-bromo-5-nitrobenzaldehyde (1.3 g, 82% yield) as white crystals. The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 10.09 (s, 1H), 8.79-8.55 (m, 2H), 8.51 (s, 1H).
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355134-13-3
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Yield: 88%
Reaction Conditions:
with oxygen;caesium carbonate in water for 2 h;Reflux;
Steps:
General procedure
General procedure: All reactions were performed in a glass flask slurry reactor connected to an O2 tube for atmosphere control and a condenser for reflux condition. A mixture of alcohol (1mmol), Cs2CO3 (0.5mmol) and 2Au/1CuO-ZnO (0.05g) in water was stirred under oxygen atmosphere in a slurry reactor at total reflux condition. Then the catalyst was recovered by filtration, washed two times with 5ml hot EtOAc, and dried for consecutive reaction runs. The filtrate was quenched with 2M HCl aqueous solution, extracted with EtOAc three times and dried over anhydrous MgSO4. Evaporation of the solvent followed by column chromatography on silica gel afforded the pure products (Table3).
References:
Albadi, Jalal;Alihoseinzadeh, Amir;Razeghi, Abdolhosein [Catalysis Communications,2014,vol. 49,p. 1 - 5]
99-61-6
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355134-13-3
139 suppliers
$9.00/250mg