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ChemicalBook CAS DataBase List 3-Methyl-4-nitrobenzoic acid
3113-71-1

3-Methyl-4-nitrobenzoic acid synthesis

12synthesis methods

3-Methyl-4-nitrobenzoic acid can be used in pharmaceutical synthesis and is an important intermediate in the synthesis of antihypertensive drugs telmisartan and AIDS drugs. 3-Methyl-4-nitrobenzoic acid was synthesized via oxidation of 2,4-(dimethylnitrobenzene) with mole-(cular) oxygen catalyzed by cobalt acetate in acetic acid in the presence of an initiator.

-

Yield:-

Reaction Conditions:

with dinitrogen pentoxide in tetrachloromethane at 50; for 2 h;regioselective reaction;

Steps:


General procedure: In a typical reaction protocol (Fig.1), 15ml CCl4, 0.48mmol aromatic compound and PEG200-DAIL were placed in a 50ml three-necked flask. Then the flask was put in a constant temperature water bath and N2O5 was added with stirring. After adding, temperature was raised to 50°C and kept for 2h. The final solution was cooled to room temperature and separated. Then the organic phase was washed once with 10%M sodium bicarbonate solution (50 mL) and twice with distilled water (50 mL).After dried over magnesium sulfate, the solvent was evaporated to spontaneously crystallize after several hours. The constituents were confirmed based on GC or LC analysis (comparison with an authentic sample).

References:

Wang, Peng-Cheng;Lu, Ming [Tetrahedron Letters,2011,vol. 52,# 13,p. 1452 - 1455] Location in patent:supporting information; experimental part

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