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ChemicalBook CAS DataBase List 4-Hydroxyphthalic acid
610-35-5

4-Hydroxyphthalic acid synthesis

13synthesis methods
-

Yield:610-35-5 95.3%

Reaction Conditions:

Stage #1:4-bromophthalic anhydride with copper(l) chloride;potassium hydroxide in water;dimethyl sulfoxide at 25; for 0.166667 h;Inert atmosphere;
Stage #2: in water;dimethyl sulfoxide at 130; for 24 h;Inert atmosphere;
Stage #3: with hydrogenchloride in water;dimethyl sulfoxide; pH=1 - 2Reagent/catalyst;Temperature;

Steps:

11 The method of this embodiment has the following steps:
100mL three-necked round-bottomed flask was added stirrer, install a spherical condenser,The reaction mixture was evacuated and replaced with nitrogen three times and then 4-bromophthalic anhydride (4.54 g, 20 mmol), cuprous chloride (0.20 g, 2 mmol), potassium hydroxide (6.72 g, 120 mmol) and DMSO / H2O (1: 1, 16 mL). The reaction mixture was stirred at room temperature for 10 min, then heated to 130 ° C and incubated for 24 h.After the reaction, cool to room temperature and acidify with concentrated hydrochloric acid to a pH of 1-2.Acidification with concentrated hydrochloric acid attention to control the pH control, acidity is not enough or too much acidity will lead to yieldLower, and over-acidification will affect the quality of the product. Just right to the correct acidity, there is a noticeable change in the color of the system (from black to orange-red).After the acidification, an appropriate amount of water was added and extracted with ethyl acetate (20 mL x 3)Finally, the solvent was removed under reduced pressure to give 3.48 g of a white solid with a yield of 95.3% and a purity of 99.7%.

References:

Changzhou Sunshine Pharmaceutical Co., Ltd.;Sichuan University;Hu Jinping;Hu Guoyi;Wu Jianhua;You Jingsong;Lan Jingbo;Gao Ge;Wu Di;Li Juan CN104341293, 2016, B Location in patent:Paragraph 0015; 0022-0030; 0032; 0033; 0034-0040

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