ChemicalBook CAS DataBase List 3-Bromophenylboronic acid

3-Bromophenylboronic acid synthesis

7synthesis methods

Product Name:3-Bromophenylboronic acid
CAS Number:89598-96-9
Molecular formula:C6H6BBrO2
Molecular Weight:200.83

121-43-7
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$13.00/25mL

108-36-1
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$10.00/1g

89598-96-9
350 suppliers
$9.00/1g

Yield:89598-96-9 71.9%

Reaction Conditions:

Stage #1:1,3-dibromobenzene with n-butyllithium in tetrahydrofuran at -78; for 0.5 h;Inert atmosphere;
Stage #2:Trimethyl borate in tetrahydrofuran at 20; for 3 h;

Steps:

1 Synthesis of Intermediate A-1
(105.9 mmol) of 1,3-dibromobenzene in 500 ml of nitrogen at -78 ° C under N2 atmosphereTHF for 10 minutes,then,To this was slowly added dropwise 44 ml of 2.5 M n-BuLi through a dropping funnel,The resulting solution was stirred for 30 minutes.After that,10.4 g (110 mmol) of trimethyl borate was slowly added dropwise thereto through a dropping funnel,then,The resulting solution was stirred at room temperature for 3 hours;Then, 300 ml of 1M hydrochloric acid solution was added thereto, and the extraction process was performed once. Then by usingThe organic layer separated from it was subjected to three extraction procedures with water and diethyl ether. And dried by using magnesium sulfateTo the organic layer, the residue obtained by evaporation of the solvent was isolated by silica gel column chromatography, To obtain 15.3 g (76.2 mmol, yield 71.9%) of intermediate A-1.

References:

Samsung Display Co., Ltd.;Kim, Kwanghyun;Kim, Jongwoo;Kim, Youngkook;Jun, Mieun;Hwang, Seokhwan CN105541778, 2016, A Location in patent:Paragraph 0376; 0377; 0378; 0379

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121-43-7
344 suppliers
$13.00/25mL

591-18-4 Synthesis