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ChemicalBook CAS DataBase List 5-Hydroxyisophthalic acid
618-83-7

5-Hydroxyisophthalic acid synthesis

7synthesis methods
Dimethyl 5-hydroxyisophthalate

13036-02-7

5-Hydroxyisophthalic acid

618-83-7

The general procedure for the synthesis of 5-hydroxyisophthalic acid from dimethyl 5-hydroxyisophthalate was as follows: dimethyl 5-hydroxyisophthalate (40 g, 19.03 mmol) was dissolved in THF (10 mL), followed by the addition of aqueous lithium hydroxide (20 mL, 2 M). The reaction mixture was stirred at 40 °C overnight. Upon completion of the reaction, THF was removed by distillation under reduced pressure. the pH of the remaining aqueous solution was adjusted to about 2 with 6N hydrochloric acid to precipitate the product. The precipitated 5-hydroxyisophthalic acid was collected by filtration and dried in a vacuum oven to give 20 g of white solid product in 58% yield.

-

Yield:618-83-7 58%

Reaction Conditions:

Stage #1: Dimethyl 5-hydroxyisophthalatewith water;lithium hydroxide in tetrahydrofuran at 40;
Stage #2: with hydrogenchloride in water; pH=~ 2;

Steps:

193.1

To dimethyl 5-hydroxyisophthalate (4 0 g, 19 03 mmol, 1 00 equiv) in THF (10 mL) was added lithium hydroxide (20 mL, 2M in water) and the resulting solution was stirred overnight at 4O0C The mixture concentrated under vacuum to remove the organic solvents and then the pH of the solution was adjusted to ~2 with 6N hydrochloric acid The resulting solids were collected by filtration and d?ed in a vacuum oven to afford 2 O g (58%) of 5- hydroxyisophthahc acid as a white solid.

References:

WO2010/78449,2010,A2 Location in patent:Page/Page column 317

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