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ChemicalBook CAS DataBase List 3-Aminobenzeneboronic acid
30418-59-8

3-Aminobenzeneboronic acid synthesis

6synthesis methods
13331-27-6 Synthesis
3-Nitrophenylboronic acid

13331-27-6
349 suppliers
$5.00/1g

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Yield:30418-59-8 83%

Reaction Conditions:

Stage #1:m-nitrobenzene boronic acid with hydrogenchloride;1,1,1,3',3',3'-hexafluoro-propanol;iron in water at 20; for 0.5 h;
Stage #2: with sodium hydrogencarbonate in waterchemoselective reaction;

Steps:

2. General Procedure for the Reduction of Nitro Compounds
General procedure: The nitro compound (1 equiv), HFIP (10 equiv), Fe powder (5 equiv) were mixed in a tube. Then 2 N HCl aqueous solutions was added to the reaction mixture. After stirring at room temperature for 30 min, the reaction mixture was neutralized with sat. NaHCO3 (aq.) and extracted with EtOAc three times. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting crude product was then purified by column chromatography on silica gel to furnish the desired amine product.

References:

Chen, Xu-Ling;Ai, Bai-Ru;Dong, Yu;Zhang, Xiao-Mei;Wang, Ji-Yu [Tetrahedron Letters,2017,vol. 58,# 37,p. 3646 - 3649] Location in patent:supporting information

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