3-(4-Chlorophenyl)-5-(4-methoxyphenyl)isoxazole synthesis

6synthesis methods

Product Name:3-(4-Chlorophenyl)-5-(4-methoxyphenyl)isoxazole
CAS Number:24097-19-6
Molecular formula:C16H12ClNO2
Molecular Weight:285.73

6552-63-2 Synthesis

1-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE

6552-63-2
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3-(4-Chlorophenyl)-5-(4-methoxyphenyl)isoxazole

24097-19-6
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Yield:24097-19-6 77%

Reaction Conditions:

with hydroxylamine hydrochloride;sodium hydroxide in dimethyl sulfoxide at 100; for 8 h;

Steps:

Preparation of 3,5-disubstituted isoxazoles; general procedure

General procedure: A mixture of α,β-unsaturated ketone (0.5 mmol), HONH3Cl(1.0 mmol) and NaOH (2.0 mmol) in DMSO (5 mL) was stirredunder air at 100 oC for 8 h. After completion of the reaction, theresulting mixture was cooled to room temperature, diluted with ethylacetate and washed with saturated sodium carbonate solution. Theresulting organic phase was dried over anhydrous magnesium sulfateand concentrated under reduced pressure. The residue was isolatedby column chromatography using petroleum ether (boiling point:60-90 °C)/ethyl acetate (10:1) as eluent to give the pure product.

References:

Li, Zheng;Wen, Gong;Fu, Rugang;Yang, Jingya [Journal of Chemical Research,2016,vol. 40,# 10,p. 643 - 644]