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ChemicalBook CAS DataBase List Quinoline, 6,7-dimethoxy-4-(4-nitrophenoxy)-
190728-24-6

Quinoline, 6,7-dimethoxy-4-(4-nitrophenoxy)- synthesis

11synthesis methods
100-02-7 Synthesis
4-Nitrophenol

100-02-7
19 suppliers
$11.00/5G

35654-56-9 Synthesis
4-chloro-6,7-dimethoxyquinoline

35654-56-9
353 suppliers
$13.00/1g

Quinoline, 6,7-dimethoxy-4-(4-nitrophenoxy)-

190728-24-6
33 suppliers
inquiry

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Yield:190728-24-6 89%

Steps:

48 Example 48

Example 48 (Reference Examples) 6,7-Dimethoxy-4-(4-nitrophenoxy)quinoline 4-Chloro-6,7-dimethoxyquinoline (1.84 g) and commercially available 4-nitrophenol (3.42 g) was mixed and stirred at 170° C. for 50 minutes. After cooling to room temperature in air, aqueous sodium hydrogen carbonate was added to the reaction mixture, and the admixture was extracted 3 times with ethyl acetate, and the ethyl acetate layer was washed with brine and then dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluding with chloroform/methanol to obtain 4.54 g of the title compound (yield: 89%). 1 H-NMR (CDCl3, 500 MHz): δ 4.01 (s, 3H), 4.06 (s, 3H), 6.69 (d, J=4.9 Hz, 1H), 7.27 (d, J=9.1 Hz, 2H), 7.37 (s, 1H), 7.47 (s, 1H), 8.32 (d, J=9.1 Hz, 2H), 8.62 (d, J=4.9 Hz, 1H) Mass spectrometry data (FD-MS, m/z): 326 (M+)

References:

US6143764,2000,A

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