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CAS No. : | 1187055-81-7 | MDL No. : | MFCD18383337 |
Formula : | C12H19BO3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | GFYZIQQOKLUEAW-UHFFFAOYSA-N |
M.W : | 222.09 | Pubchem ID : | 57496422 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-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 |
---|---|---|
With potassium phosphate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80℃; | To a solution 3 (prepared above) in 800 ml of dioxane were added K3PO4 (118 g, 0.561 mol), 2 chloro-4-phenylpyridine (35.5 g, 0.187 mol), and Pd(dppf)Cl2 (6 g, 5.6 mmol). The suspension was stirred at 80 0C overnight, filtered, and concentrated in vacuo. Purification on silica gel afforded 4 as a yellow solid (30 g, 64percent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 1h; Inert atmosphere; | |
44% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 1h; Inert atmosphere; | 2.2 Step 2: 2’-allyl-5,6-dihydro-[1,1’-biphenyl]-3(4H)-one Under Ar,1-allyl-2-bromobenzene (step 1,15g,76mmol),3-(4,4,5,5-tetramethyl-1,3,2-dioxaborane- 2-yl)cyclohex-2-en-1-one (16.9g,76mmol),PdCl2(dppf)-CH2Cl2 adduct (3.11g,3.81mmol) and Na2CO3 (24.20g,228mmol) in DME (160mL) The mixture in a mixed solvent with H2O (40 mL) was stirred at 90°C for 1 h. After cooling to room temperature,H2O (200 mL) was added and the resulting mixture was extracted twice with EA. The organic layers were combined,dried over Na2SO4,and concentrated under reduced pressure to obtain a brown oil,which was purified by silica gel column chromatography (eluted with ethyl acetate/hexane from 0% to 20%) to give the title compound as a colorless oil ( 11.3g,44%). |
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