ChemicalBook CAS DataBase List 4-Anilinobenzoic acid

4-Anilinobenzoic acid synthesis

13synthesis methods

Product Name:4-Anilinobenzoic acid
CAS Number:17040-20-9
Molecular formula:C13H11NO2
Molecular Weight:213.23

150-13-0 Synthesis

150-13-0
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98-80-6 Synthesis

98-80-6
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17040-20-9
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Yield:17040-20-9 81%

Reaction Conditions:

with C₂₁H₁₆CuN₂O₂;potassium carbonate in water at 28; for 24 h;Chan-Lam Coupling;

Steps:

General procedure for the N-arylation of anilines with aryl boronic acids

General procedure: A 50 mL round bottomed flask was charged with amine (0.5 mmol), arylboronicacid (0.75 mmol), K2CO3 (1.5 mmol, 207 mg), C-1 complex (20 mol %, 39.15 mg) in 3 mL of water at room temperature. The reaction mixture was stirred with a magnetic stirrer for appropriate time. The progress of the reaction was monitored by TLC. After the completion of the reaction, the mixture was diluted with 20 mL of water and extracted with diethylether (3*20 mL). The combined organic layer were washed with brine and dried over by anhydrous Na2SO4 and evaporated in a rotary evaporator under reduced pressure. The crude was purified by column chromatography on silica gel (hexane/ethyl acetate, 9:1) to afford the desired product.

References:

Gogoi, Ankur;Sarmah, Gayatri;Dewan, Anindita;Bora, Utpal [Tetrahedron Letters,2014,vol. 55,# 1,p. 31 - 35]