ChemicalBook CAS DataBase List 4-Methoxy-2-nitrobenzoic acid

4-Methoxy-2-nitrobenzoic acid synthesis

13synthesis methods

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
165 suppliers
$9.00/1g

33844-21-2
229 suppliers
$15.00/1 g

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

38469-83-9 Synthesis