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ChemicalBook CAS DataBase List 4-Phenoxyaniline

4-Phenoxyaniline synthesis

15synthesis methods
-

Yield:139-59-3 98%

Reaction Conditions:

with copper(II) glycinate monohydrate;potassium hydroxide in dimethyl sulfoxide at 80; for 8 h;Ullmann reaction;

Steps:


General procedure: Experimental procedure for the synthesis of diaryl ether: To a stirred solution of iodo benzene (1.0 mmol) and phenol (1.0 mmol) in dry DMSO (2.0 ml) were added Cu catalyst 1 (0.02 mmol) and KOH (2.0 equiv) and the reaction mixture was heated at 80 °C for 8 h. The progress of the reaction was monitored by TLC. After being cooled the reaction mixture at room temperature, the precipitated catalyst was separated by simple filtration and filtrate so obtained was diluted with ethyl acetate (10 ml). The organic layer was washed with water and dried over anhydrous Na2SO4. The solvent was evaporated under vacuum to give the crude product, which was purified by column chromatography with hexane as eluent to yield the expected product as yellowish oil. The products were analyzed by GC-MS, IR, 1H & 13C NMR analysis.

References:

Verma, Sanny;Kumar, Neeraj;Jain, Suman L. [Tetrahedron Letters,2012,vol. 53,# 35,p. 4665 - 4668] Location in patent:experimental part

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