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ChemicalBook CAS DataBase List 4-Nitrobenzoic acid

4-Nitrobenzoic acid synthesis

15synthesis methods
p-Nitrobenzoic acid is produced commercially by the oxidation of 4-nitrotoluene with molecular oxygen. Oxidation with 15 % nitric acid at 175 ℃ produces the acid in 88.5 % yield. An interesting method involves the nitration and subsequent oxidation of polystyrene. This method uses the steric hindrance of the polymer chain to improve the para to ortho ratio of the product.
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Yield:62-23-7 100%

Reaction Conditions:

with gold oxide;oxygen;copper(II) oxide;sodium hydroxide;silver(l) oxide in water at 40; under 750.075 Torr; for 16 h;

Steps:

9 Example 1

General procedure: In a 10 mL glass two-necked eggplant flask, compound (1A)As 5-hydroxymethylfurfural(100.0 mg, 0.790 mmol),As a catalyst, gold oxide Au 2 O 3 (11.5 mg, 0.026 mmol), silver oxide Ag 2 O (51.0 mg, 0.220 mmol),And copper oxide CuO (35.0 mg, 0.440 mmol),Sodium hydroxide (100.0 mg, 2.500 mmol),Demineralized water (0.75 mL) was added, oxygen (0.1 MPa) was introduced, and the mixture was stirred at 42 ° C. for 16 hours.Thereafter, the reaction solution was cooled to room temperature, and the reaction vessel was depressurized.Subsequently, the catalyst is separated by filtration,Hydrochloric acid was poured into the obtained filtrate, and the deposited precipitate was collected by filtration.The obtained solid is washed with water,Yield of the desired 2,5-furandicarboxylic acid (FDCA)Obtained at 90%.

References:

JP2019/142842,2019,A Location in patent:Paragraph 0061-0063; 0072

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