Structure of 27982-06-5
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 27982-06-5 |
Formula : | C15H14O2 |
M.W : | 226.27 |
SMILES Code : | O=C(C1=CC=C(OCC)C=C1)C2=CC=CC=C2 |
MDL No. : | MFCD00568422 |
InChI Key : | IBRIFDGHXDFGBY-UHFFFAOYSA-N |
Pubchem ID : | 248129 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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 |
---|---|---|
92% | With bismuth(lll) trifluoromethanesulfonate; In neat (no solvent); at 100℃; for 0.166667h;Sealed tube; Microwave irradiation; | General procedure: A 10-mL pressurized glass tube with Teflon-coated septum equipped with amagnetic stirrer was charged with substrate (1 mmol), benzoyl chloride (1 mmol),and metal triflate (0.1 equiv). The tube was sealed and placed into a CEM microwaveat the temperature for the appropriate time. The reaction mixture was allowed tocool to the room temperature in the MW oven. After cooling, water (15 mL) wasadded to the mixture and the product was extracted by ethyl acetate or dichloromethane,which gave similar results (315mL). The organic layer was decanted;washed with water, aqueous NaHCO3, and brine; and dried with MgSO4. Thesolvent was then removed on a rotary evaporator and subjected to flash chromatographyon silica gel (mixture of hexane and ethyl acetate solvent to elute theproduct). The fractions containing product were concentrated and dried undervacuum to yield pure product. All products are known compounds; the purity and identityof all products were confirmed by GC-MS and 1H and 13C NMR spectroscopy. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
The following benzophenones and benzhydrols are representative of compounds which are useful in the practice of the present invention: ... 3-bromo-4'-chlorobenzophenone 2-n-propyl-3'-chlorobenzophenone 3,3'-dichloro-2-nitrobenzophenone 3-chloro-3'-methylbenzophenone 4-ethoxybenzophenone 3-diethylcarbamoylbenzophenone 2-hydroxy-3',5'-dichlorobenzophenone 3-trifluoromethylbenzophenone ... |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; at 100℃; under 7500.75 Torr; for 8h;Autoclave; | Carbonylative Suzuki coupling reactions All of the carbonylative Suzuki coupling reactions were conducted in a sealed stainless steel reaction kettle. Arylboronic acid (1.5 mmol), aryl iodide (1.0 mmol), base (3.0 mmol), 3 wt% Pd/SiC and anisole (10 mL) were added to the reaction kettle, and the resulting mixture was placed under a certain pressure of CO. All of the reactions were conducted over several hours at certain temperatures. The products of the reactions were analyzed by GC-MS on a Bruker SCION SQ 456 GC-MS system (Karlsruhe, Germany). |
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