4-Methoxy-2-nitrobenzoic acid synthesis
- Product Name:4-Methoxy-2-nitrobenzoic acid
- CAS Number:33844-21-2
- Molecular formula:C8H7NO5
- Molecular Weight:197.14
17484-36-5
33844-21-2
Step 1: A mixed solution of 4-methyl-3-nitroanisole (3.6 g, 18 mmol) with potassium permanganate (10 g, 63 mmol) in 200 mL of water was refluxed for 24 hours. After completion of the reaction, it was cooled to room temperature and filtered to remove insoluble solids. The filtrate was acidified to pH 2 with 1 N hydrochloric acid and subsequently extracted with chloroform (3 x 50 mL). The organic phases were combined, dried with anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the precipitate precipitated was collected to give 4-methoxy-2-nitrobenzoic acid in 80% yield.
17484-36-5
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33844-21-2
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Yield: 80%
Reaction Conditions:
with hydrogenchloride;potassium permanganate in water
Steps:
44.1 Step 1
Step 1 4-Methoxy-2-nitrotoluene (3.6 g, 18 mmol) and KMnO4 (10 g, 63 mmol) in water (200 mL) were refluxed for 24 h. The reaction was cooled to ambient temperature and the solids were removed by filtration. The aqueous phase was made acidic (pH 2) by the addition of 1N HCl and was extracted with CHCl3 (3*50 mL). The combined organic extracts were dried (MgSO4) and filtered. The precipitate which formed upon concentration under reduced pressure was collected to give 4-methoxy-2-nitrobenzoic acid (80% yield).
References:
Merck & Co., Inc. US5665719, 1997, A
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