ChemicalBook CAS DataBase List 4-Chlorophenylboronic acid

4-Chlorophenylboronic acid synthesis

13synthesis methods

Product Name:4-Chlorophenylboronic acid
CAS Number:1679-18-1
Molecular formula:C6H6BClO2
Molecular Weight:156.37

4-Chlorobenzeneboronic Acid is used as a catalyst for the preparation of 4-hydroxycoumarin derivatives which display antitrypanosomal and antioxidant properties. The synthesis of 4-Chlorophenylboronic acid is a two step process: 1. 4-chloro-aniline reacts with hydrogenchloride, then sodium nitrite in methanol in condition of water at 0 - 5℃ for 0.5 h; 2.reaction with tetrahydroxydiboron in methanol in condition of water at 20℃ for 1 h.

Benzeneboronic acid, p-chloro-, diisobutyl ester (6CI)

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Yield:1679-18-1 248 g

Reaction Conditions:

with hydrogenchloride at 20 - 30; pH=2 - 3; for 3 h;

Steps:

3.4; 3.5

4) Transfer the reaction mixture to a 3L reaction flask, slowly add 18% dilute hydrochloric acid to pH 2-3 with stirring, during which the temperature is controlled below 20 ° C, then keep warm at 20-30 ° C, and react for 3 hours; 5) Stop stirring, let the reaction mixture stand still, separate the upper organic phase and the lower aqueous phase, then extract the aqueous phase once with 200 g of toluene, separate the layers again, combine the organic phases, and combine the organic layers at not less than -0.08 The mixture was concentrated under reduced pressure under vacuum of MPa at a temperature of ≤ 65 ° C, and dried at 65-70 ° C to obtain 248 g of p-chlorophenylboronic acid in an off-white powder, yield 79%, purity ≥ 99%.

References:

CN108690063,2018,A Location in patent:Paragraph 0016

106-39-8 Synthesis