2,6-DICHLOROPHENYLBORONIC ACID synthesis

7synthesis methods

Product Name:2,6-DICHLOROPHENYLBORONIC ACID
CAS Number:73852-17-2
Molecular formula:C6H5BCl2O2
Molecular Weight:190.82

688-74-4
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$10.40/25mL

541-73-1 Synthesis

541-73-1
396 suppliers
$19.00/25G

73852-17-2
236 suppliers
$6.00/1g

Yield: 75%

Reaction Conditions:

Stage #1:1,3-Dichlorobenzene with n-butyllithium at -80 - -50; for 2 h;Inert atmosphere;
Stage #2:boric acid tributyl esterInert atmosphere;Temperature;

Steps:

1 Example 1
(1) Lithiation: under the protection of nitrogen,First in a 1000mL three-necked flask,Add 50g of 1,3-dichlorobenzene and cool to -80~-60°C.Then add 176 mL of n-butyl lithium dropwise.The dropping process is maintained at -80 to -50 ° C.After the completion of the dropwise addition, the reaction was kept for 2 hours.(2) Lithium-hydrogen exchange:117 g of tributyl borate liquid was added dropwise to the solution of the above-obtained phenyl lithium,After the addition is completed, the heat retention reaction is carried out.After the reaction, the reaction system was stirred by adding hydrochloric acid having a mass concentration of 10%.Then let go of the layering,Extracted,Combine the organic layers,Desolvent,Hydrating succinol to obtain 51.7 g of crude 4-phenoxybenzeneboronic acid in a yield of 80%;(3) Purification:51.7 g of crude 4-phenoxyphenylboronic acid was added to a 1 L three-necked flask.Add 200 mL of methyl tert-butyl ether to dissolve,Desolvent,Cooling, crystallization, and centrifugation gave 48.4 g of 4-phenoxybenzeneboronic acid product in a yield of 75%.

References:

Zhuhai Aobokai Bio-pharmaceutical Co., Ltd.;Zhou Yunfen;Yang Chunpeng;Zeng Mengjing CN108084217, 2018, A Location in patent:Paragraph 0006; 0017-0020; 0022-0024; 0026-0028; 0030-0032

19393-92-1 Synthesis