ChemicalBook CAS DataBase List 4-Hydroxyphenylboronic acid

4-Hydroxyphenylboronic acid synthesis

13synthesis methods

Product Name:4-Hydroxyphenylboronic acid
CAS Number:71597-85-8
Molecular formula:C6H7BO3
Molecular Weight:137.93

5720-07-0 Synthesis

5720-07-0
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71597-85-8
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Yield:71597-85-8 90.6%

Reaction Conditions:

Stage #1:4-methoxyphenylboronic acid with aluminum (III) chloride;acetyl chloride in toluene at 0 - 50; for 2.25 h;Large scale;
Stage #2: with hydrogenchloride in water; pH=3Large scale;

Steps:

1; 1
Use a vacuum pump to evacuate the reactor to -0.1Mpa, reduce the temperature of the reactor to 0, add 1.52kg (10mol) p-methoxyphenylboronic acid, 1kg (12.7mol) acetyl chloride, 12L toluene into the reactor, and mix Stir until it is uniform, then add 1 mol of aluminum chloride. During the reaction, increase the temperature by 10°C every 15 minutes until the temperature reaches 50°C, and then react at a constant temperature for 1h (the methyl chloride gas generated during the reaction is removed to the recovery system by vacuum) To obtain the intermediate compound, add sodium carbonate solution to adjust the pH of the system to 9 to obtain an aqueous layer, continue to use hydrochloric acid to adjust the aqueous layer to pH 3, extract with ethyl acetate, collect the organic layer, concentrate, and recrystallize with heptane 1.25 kg of p-hydroxyphenylboronic acid was obtained, the yield was 90.6%, and the purity was 98.8%.

References:

Business Hezhiji New Materials Technology Center;Lu Zhengxiang CN112047970, 2020, A Location in patent:Paragraph 0038-0039; 0046-047