ChemicalBook CAS DataBase List 9-Anthraceneboronic acid

9-Anthraceneboronic acid synthesis

9synthesis methods

Product Name:9-Anthraceneboronic acid
CAS Number:100622-34-2
Molecular formula:C14H11BO2
Molecular Weight:222.05

9-bromoanthracence (10.0 g, 38.9 mmol) was dissolved in an anhydrous THF solution (500 mL) and stirred at ?78C. Then, 1.6 M n-BuLi (29.3 mL,46.7 mmol) was added. Triethyl borate (9.3 mL, 54.5 mmol) was added to the reaction after 30 min. After the reaction, the solution was acidified with 2 N HCl solution at room temperature and extracted with ethyl acetate and water. The organic layer was dried with anhydrous MgSO4 and filtered. The solution was evaporated. The residue was dissolved in hexane and added to ethyl acetate. The precipitate was filtered and washed with hexane to obtain a beige compound 9-Anthraceneboronic acid (7.70 g, 89 percent).

13675-18-8 Synthesis

13675-18-8
160 suppliers
$6.00/1g

120-12-7 Synthesis

120-12-7
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$10.00/5g

100622-34-2
345 suppliers
$9.00/250mg

Yield:100622-34-2 91.6 %

Reaction Conditions:

with copper(l) iodide;di-tert-butyl peroxide;H(Cl₂C₆H₃)2N₂CCH₃CHCCH₃ in 1,2-dichloro-benzene at 110;Inert atmosphere;Solvent;Reagent/catalyst;Temperature;

Steps:

1-3; 1-4 Example 2: A kind of preparation method of 9-anthracene boronic acid

Under nitrogen protection,Add 539g o-dichlorobenzene (99%) in 1000mL reaction bottle,53.9g refined anthracene (99%, 0.3mol),81.5g diboronic acid (99%, 0.9mol),5.8g cuprous iodide (99%, 0.03mol),17.5 g ligand L4 (99%, 0.045 mol),135.5g di-tert-butyl peroxide (97%, 0.9mol),After feeding, the temperature was raised to 110°C,Stirring speed 600rpm,Insulation reaction 24h,After the reaction,recovery solvent,Water and xylene were added to the residue for extraction, and the organic layer was precipitated to obtain a crude product which was crystallized from toluene to obtain 61.1 g of 9-anthraceneboronic acid with a content of 99.9% and a yield of 91.6%.

References:

CN115677745,2023,A Location in patent:Paragraph 0020; 0029-0049