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CAS No. : | 89466-08-0 | MDL No. : | MFCD01074581 |
Formula : | C6H7BO3 | Boiling Point : | - |
Linear Structure Formula : | HOC6H4B(OH)2 | InChI Key : | YDMRDHQUQIVWBE-UHFFFAOYSA-N |
M.W : | 137.93 | Pubchem ID : | 2773454 |
Synonyms : |
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Signal Word: | Danger | Class: | N/A |
Precautionary Statements: | P264-P270-P280-P301+P312+P330-P305+P351+P338+P310-P501 | UN#: | N/A |
Hazard Statements: | H302-H318 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With potassium fluoride; palladium diacetate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; water; at 20℃; for 1.5h;Inert atmosphere; | B-2 (2.17 g, 10.0 mmol) and 2-hydroxybenzene boronic acid (1 .38 g, 10.0 mmol) were dissolved in 10 mL of THF. To the solution was added potassium fluoride (1.74 g, 30.0 mmol) dissolved in 5 mL of water, and the mixture was evacuated and purged with Argon gas. Then, 'Betaupsilon3Rho-EtaBetaRho4 (290 mg, 1.00 mmol) and Pd(OAc)2 (225 mg, 1.00 mmol) were added to the mixture, and the mixture was stirred at room temperature for 1 .5 h. The reaction mixture was dried with MgS04, filtrated over Celite and washed with ethyl acetate. The crude was purified by column chromatography on silica gel eluting with a mixed solvent of heptane and ethyl acetate (3:1 ) to yield 2.27 g (96%) of B-3 as a slightly yellow solid. It was used for next reaction without purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 90℃; for 6h;Schlenk technique; | accurately weighed 2,3-dibromobenzo [fo] thiophene (683 mg, 2.34 mmol), 2-light benzene phenylboronic acid (484 mg, 3.5(1 · 29 g, 9.36 mmol), tetrakis (triphenylphosphine) palladium (0.05 equivalent), 1,4-dioxane Hexahedral / water (volume ratio 4: 1), placed in a 90 C oil bath for 6 hours. After completion of the reaction, the solvent was removed under reduced pressure, and silica gel column separation, petroleum ether / ethyl acetate was used as the eluent to give 2- (3-bromobenzothiazol-2-yl) phenol 3a in 84% yield. |
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