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ChemicalBook CAS DataBase List 2-Ethoxybenzoic acid
134-11-2

2-Ethoxybenzoic acid synthesis

11synthesis methods
-

Yield:134-11-2 98.31%

Reaction Conditions:

Stage #1:diethyl sulfate;methyl salicylate with potassium hydroxide in ethanol at 15; for 6 h;Large scale;
Stage #2: with water;sodium hydroxide at 65; for 6 h;Large scale;Temperature;

Steps:

1-3
Put 5% of 95% edible ethanol into a 1000L reaction kettle.Under stirring and cooling conditions,60Kg solid KOH (90% purity) was added in batches, and methyl salicylate (99.5% purity, medical grade) 152Kg was added dropwise at 15 °C.And control the drop acceleration and temperature drop conditions, so that the temperature is always around 15 °C.After the addition, at 15 ° C, 162 Kg of diethyl sulfate was added dropwise to control the dropping rate and temperature drop conditions, so that the temperature in the kettle was 15 ° C, and after adding diethyl sulfate, the reaction was about 6 h.The pH was measured, and when pH was <11, KOH 6.1 Kg was added, and the reaction was continued at 15 ° C until pH = 6.Filtration, removal of solids (solids are white flaky crystals), the filtrate is distilled to recover ethanol, and the recovered ethanol is 353Kg.Obtaining a colorless oil, washing with water to remove inorganic salts (mainly potassium sulfate),The oil is in a 1000L reactor,Add 665 Kg of water and 53.2 Kg of NaOH, and stir to raise the temperature at 65 ° C for 6 h.A colorless, clear, transparent liquid of pH = 14 was obtained.After the reaction solution was cooled, hydrochloric acid was added to adjust pH=4.5 to obtain a colorless transparent oil. The organic layer was separated and washed twice with water.Distillation under reduced pressure gave 163.2 Kg of o-ethoxybenzoic acid.The yield was 98.31%, and the purity was 99.73%.

References:

Zhang Yuanhao CN109503370, 2019, A Location in patent:Paragraph 0029; 0036-0040; 0041-0045; 0046-0050

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