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ChemicalBook CAS DataBase List 1-IODO-2-PHENOXY-BENZENE

1-IODO-2-PHENOXY-BENZENE synthesis

12synthesis methods
-

Yield: 42%

Reaction Conditions:

with copper(I) oxide;caesium carbonate;imidazole-4-carboxylic acid in acetonitrile at 80; for 24 h;

Steps:

General procedure for the O-arylation of iodoarenes with phenols:
General procedure: To a screw-capped vial (4-mL) were added Cs2CO3 (1.0 mmol, 325 mg), Cu2O (0.005 mmol, 0.7 mg), 1H-imidazole-4-carboxylic acid (0.01 mmol, 1.1 mg) and acetonitrile (0.25 mL). The vial was sealed with septum and allowed to stir for a while; the iodoarene (0.5 mmol) and phenol (0.6 mmol) were then injected into the reaction mixture via a syringe. The septum was removed, and the vial was sealed with a screw cap. The reaction mixture was stirred at 80 oC for 24 h. The crude reaction mixture was diluted with CH2Cl2, filtered through a thin Celite pad, and concentrated in vacuo. The residue was isolated through a column chromatography by using hexane and ethyl acetate as eluent to give the pure product. Products 3a-v were obtained according to this procedure. The known structures were characterized by the 1H NMR and 13C NMR of reported literatures.1-3 Spectral data, 1H NMR and 13C NMR spectra for all the new compounds are listed below.

References:

Cheng, An-Yi;Hsieh, Jen-Chieh [Tetrahedron Letters,2012,vol. 53,# 1,p. 71 - 75] Location in patent:supporting information; experimental part

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