2-(4-nitrophenoxy)naphthalene synthesis
- Product Name:2-(4-nitrophenoxy)naphthalene
- CAS Number:71311-82-5
- Molecular formula:C16H11NO3
- Molecular Weight:265.26
Yield:71311-82-5 100%
Reaction Conditions:
with caesium carbonate;copper(I) bromide;1 ,1'-azobis(cyclohexanecarbonitrile) in N,N-dimethyl-formamide at 100; for 0.5 h;Microwave irradiation;Green chemistry;
Steps:
A general and detailed experimental procedure for the preparationof diaryl ethers (1-15):
General procedure: a mixture of aryl halide (1 mmol), unsubstituted or substituted phenol (1 mmol), Cs2CO3 (1 mmol), ACHN (0.2 mmol %), CuBr (0.2 mmol %) in DMF (10 mL) were added to the microwave tube. The reaction was found to be stable to air and DMF was used directly without purification. The mixture was reacted in a microwave oven at 100 °C (extern temperature) for 30-60 min and the progress of the reaction was monitored byTLC. After completion of the reaction, it was allowed to reach room temperature; 10 mL of water was added and then the crude was extracted with ethyl ether (3 15 mL). Organic layer was washed with water (2 15 mL), dried over Na2SO4 and filtered. After removal of the solvent, the diaryl ether was isolated by silica gel column chromatography.
References:
Navarro, Lorena;Pujol, M. Dolors [Tetrahedron Letters,2015,vol. 56,# 14,p. 1812 - 1815] Location in patent:supporting information
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