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5,8-DIMETHOXYQUINOLINE synthesis

11synthesis methods
81278-86-6 Synthesis
5,8-Dibromoquinoline

81278-86-6
46 suppliers
$46.00/1g

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Yield:58868-41-0 96%

Reaction Conditions:

with copper(I) bromide in methanol at 90; for 3 h;Inert atmosphere;

Steps:

40.1 1. Preparation of 5,8-dimethoxyquinoline

Weigh 0.855g 5,8-dibromoquinoline (3.0mmol, 1.0eq) respectively,0.430g cuprous bromide (3.0mmol, 1.0eq)And 0.356g sodium methoxide (0.025mol, 2.2eq) in a 50mL two-necked flask,Seal the reaction device and replace it with argon protection.10.0mL of anhydrous methanol was added, heated to reflux in an oil bath at 90°C, and reacted for 3h.Cool to room temperature, add 10.0mL ethyl acetate and 30.0mL water,Shake well, separate the organic phase, and extract the aqueous phase with ethyl acetate (10mL×2),Combine the organic phases and wash with saturated saturated NaCl solution (10 mL×2);Dry with anhydrous Na2SO4, filter, and evaporate the solvent under reduced pressure.Fast column chromatography separation and purification (20% EA/PE),0.544 g of yellow solid was obtained, yield: 96.0%.

References:

CN112062758,2020,A Location in patent:Paragraph 0422; 0425-0427

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