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CAS No. : | 2859-78-1 | MDL No. : | MFCD00008381 |
Formula : | C8H9BrO2 | Boiling Point : | - |
Linear Structure Formula : | (CH3O)2C6H3Br | InChI Key : | KBTMGSMZIKLAHN-UHFFFAOYSA-N |
M.W : | 217.06 | Pubchem ID : | 76114 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | 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 |
---|---|---|
87% | With 1H-imidazole; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; ammonium chloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 90℃; for 3h;Sealed tube; | General procedure: To a stirred solution of aryl halide (Br/I) (1 mmol) in dry dioxane in a 25 mL sealed tube, was added Pd(OAc)2 (5 mol%), dppf (6 mol %), DIPEA (2 mmol), imidazole (0.25 mmol), ammonium chloride (2 mmol) and then Co2(CO)8 (0.3 mmol). The seal tube was closed immediately and stirred at 90 C for 3h. After the reaction time the reaction mixture was cooled to room temperature. The reaction mixture was filtered through celite pad and washed with dioxane, the filtrate was concentrated under reduced pressure and the residue obtained was purified by column chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75.2% | With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 100 - 108℃; for 8h;Inert atmosphere; | The reaction route is as follows:250mL three-necked flask was added 3.00g (0.011mol)1,1-bis (4-aminophenyl) cyclohexane,11.00 g (0.051 mol) of 3,4-dimethoxybromobenzene,6.32 g (0.056 mol) potassium tert-butoxide,60.0 g toluene.Under nitrogen atmosphere, 0.412 g (4.5 x 10-4 mol) of Pd2 (dba) 3,0.261 g (9.0 × 10 -4 mol) (t-Bu) 3PH · BF 4,The temperature was raised to 100 C to 108 C and refluxed for 8 hours.Completed the reaction,The reaction solution was filtered,25g toluene leaching cake,The filtrate through a silica gel column,Decompression solvent was reddish brown viscous liquid.The above crude product was treated with THF,Toluene (mass ratio of 3: 3) recrystallization,6.9g of a white solid was obtained,Yield: 75.2%. |
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