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ChemicalBook CAS DataBase List 4,4'-Oxydiphenol
1965-09-9

4,4'-Oxydiphenol synthesis

14synthesis methods
-

Yield:1965-09-9 81.2%

Reaction Conditions:

Stage #1:4,4'-oxydiphenylene diamine with sulfuric acid;sodium nitrite at 0;
Stage #2: with sulfuric acid in nitrobenzene at 130; for 0.666667 h;Temperature;Solvent;

Steps:

1; 4; 5 Example 1
With a volume of 200 ml, a thermometer,100 ml of sulfuric acid having a concentration of 20% by mass was placed in an eggplant type flask equipped with a magnetic stirrer, 10 g (0.05 mol) of 4,4'-diaminodiphenyl ether was added while stirring,The liquid temperature was cooled to 0 ° C.7.2 g (0.105 mol) of sodium nitrite was added little by little while maintaining the same temperature to obtain a reaction solution of diazonium salt.Meanwhile, with a volume of 500 ml, a thermometer, a magnetic stirrer,And a flask equipped with a dropping funnel, 200 ml of 20 mass% sulfuric acid,100 ml of nitrobenzene was charged, and the temperature was maintained at 130 ° C.Here, the previously prepared diazonium salt reaction solution was added over 30 minutes,Thereafter, it was aged at the same temperature for 10 minutes,A hydrolysis reaction of the diazonium salt was carried out.After completion of the reaction, the organic phase of the lower phase was recovered by liquid separation,It was extracted with 170 g of a 5% potassium hydroxide aqueous solution,The aqueous phase was washed twice with 50 ml of toluene.Finally, the aqueous phase was acidified with hydrochloric acid and the precipitated solid was collected by filtration, washed with water,And dried to obtain 8.2 g (yield 81.2%) of 4,4'-dihydroxydiphenyl ether.The results are shown in Table 1.

References:

JFE CHEMICAL CORPORATION;MORI, HIROAKI JP2015/51964, 2015, A Location in patent:Paragraph 0016; 0018; 0019; 0021; 0023

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