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ChemicalBook CAS DataBase List Ethyl 4-etoxybenzoate

Ethyl 4-etoxybenzoate synthesis

14synthesis methods
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Yield:23676-09-7 97.6%

Reaction Conditions:

with sodium hydroxide in water;xylene; pH=8 - 10 at 90;Product distribution / selectivity;

Steps:

1
EXAMPLE I 15 g (0.108 mole) of 4-hydroxybenzoic acid and 54.4 g (0.353 mole) of diethylsulfate were introduced into a glass flask containing xylene (75 ml). The mixture was heated to 90° C. The pH of mass was checked by a calibrated pH electrode immersed in the mass. The pH was maintained between 8-10 by drop wise addition under stirring of a 35% aqueous NaOH solution [13.6 g (0.326 mole) NaOH flakes in 25 ml water] in 90 minutes. The mass is further stirred for 15 minutes after addition of NaOH. Then the mass was cooled to ambient temperature and 75 ml water was added. The upper organic phase containing the formed product was separated from the lower aqueous phase, washed with 2% NaOH aqueous solution (75 ml) and finally with water. Evaporation of solvent gave 20.5 g (97.6%) of p-ethoxy ethylbenzoate having purity 98.6% by HPLC.

References:

SAUDI BASIC INDUSTRIES CORPORATION US2010/152476, 2010, A1 Location in patent:Page/Page column 2

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