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ChemicalBook CAS DataBase List 2-Iodophenol
533-58-4

2-Iodophenol synthesis

10synthesis methods
synthesis of 2-iodophenol: phenol (1a) to react with 0.5 equivalent of iodine and 1 equivalent of hydrogen peroxide in water at room temperature for 24 h, 2,6-diiodophenol (2a) and 2-iodophenol (3) were isolated in yields of 21 and 49%, respectively.
synthesis of 2-iodophenol
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Yield:533-58-4 93%

Reaction Conditions:

with [bis(acetoxy)iodo]benzene;water;triethylamine in acetonitrile at 20; for 0.166667 h;

Steps:

General procedure for syntheses of aromatic alcohols
General procedure: To a stirred solution of appropriate organoboronic acids (0.5 mmol, 1.0 equiv.) and Et3N(1.0 mmol, 2.0 equiv.) in CH3CN(acetonitrile: 3 mL, H2O: 11μL, 0.6mmol, 1.2 equiv.), DAIB (0.75 mmol, 1.5 equiv.), dissolved in acetonitrile (2mL) was added drop wise at room temperature and the mixture was allowed to stir for 10 minutes at that temperature. After completion of the reaction indicated by TLC, the reaction mixture was washed with distilled water (3×7 mL) and extracted with CH2Cl2(3×10 mL). The combined organic phase was dried over Na2SO4 and after evaporating the solvent, the residue was purified by column chromatography over silica gel using hexane/EtOAc as eluent to provide the pure target product.

References:

Chatterjee, Nachiketa;Chowdhury, Hrishikesh;Sneh, Kumar;Goswami, Avijit [Tetrahedron Letters,2014,vol. 56,# 1,p. 172 - 174] Location in patent:supporting information

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