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ChemicalBook CAS DataBase List 4-(4-METHOXYPHENOXY)BENZALDEHYDE 97

4-(4-METHOXYPHENOXY)BENZALDEHYDE 97 synthesis

11synthesis methods
-

Yield:78725-47-0 97%

Reaction Conditions:

with copper(II) acetate monohydrate;caesium carbonate in N,N-dimethyl-formamide at 100; for 4 h;Inert atmosphere;Schlenk technique;

Steps:

4.2 General procedure for the synthesis of unsymmetrical diaryl ethers

General procedure: Under N2 atmosphere, a Schlenk tube was charged with nitroarenes 1 (0.5 mmol), phenols 2 (1.0 mmol), Cu(OAc)2·H2O (5 mol %), and Cs2CO3 (1.0 mmol) in DMF (3 mL) at room temperature. After that, the mixture was stirred constantly at 100 °C (oil bath temperature) for 4 h. After the completion of the reaction, as monitored by TLC and GC-MS analysis, the reaction mixture was cooled to room temperature, diluted with ethyl acetate, and filtrated. The filtrate was concentrated under vacuum, and the resulting residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to afford the desired arylated product 3.

References:

Chen, Jiuxi;Wang, Xingyong;Zheng, Xingwang;Ding, Jinchang;Liu, Miaochang;Wu, Huayue [Tetrahedron,2012,vol. 68,# 43,p. 8905 - 8907] Location in patent:supporting information

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