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[ CAS No. 1311408-02-2 ] {[proInfo.proName]}

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Chemical Structure| 1311408-02-2
Chemical Structure| 1311408-02-2
Structure of 1311408-02-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1311408-02-2 ]

CAS No. :1311408-02-2 MDL No. :
Formula : C30H28BNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 445.36 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 1311408-02-2 ]

* 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.

  • Downstream synthetic route of [ 1311408-02-2 ]

[ 1311408-02-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 212385-73-4 ]
  • [ 73183-34-3 ]
  • [ 1311408-02-2 ]
YieldReaction ConditionsOperation in experiment
67% With potassium acetate In 1,4-dioxane; ethyl acetate 1.4.2 Example 1.4.2 Example 1.4.2 9-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole (11): A mixture of compound 10 (2.0 g, 5.02 mmol), bis(pinacolate)diborane (1.276 g, 5.02 mmol), Pd(dppf)Cl2 (150 mg, 0.20 mmol) and potassium acetate (4.0 g, 41 mmol) in anhydrous dioxane (50 ml) was degassed and heated at 80° C. overnight. After being cooled to RT, the mixture was poured into brine, and extracted with ethyl acetate (200 ml). The organic phase was collected and dried over Na2SO4, then loaded on silica gel, purified by flash column (hexanes to hexanes/dichloromethane 5:1 to hexanes/ethyl acetate 8:1) to afford a white solid 11 (1.50 g, in 67% yield).
67% With potassium acetate In 1,4-dioxane at 80℃; 1.4.2 Example 1.4.2[0055] 9-(4'-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-[l,l'-biphenyl]-4-yl)-9H- carbazole (11): A mixture of compound 10 (2.0g, 5.02 mmol), bis(pinacolate)diborane (1.276 g, 5.02 mmol), Pd(dppf)Cl2 (150 mg, 0.20 mmol) and potassium acetate (4.0 g, 41 mmol) in anhydrous dioxane (50 ml) was degassed and heated at 80° C overnight. After being cooled to RT, the mixture was poured into brine, and extracted with ethyl acetate (200 ml). The organic phase was collected and dried over Na2S04, then loaded on silica gel, purified by flash column (hexanes to hexanes/dichloromethane 5:1 to hexanes/ethyl acetate 8:1) to afford a white solid 11 (1.50 g, in 67% yield)
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide for 6h; Reflux; 10.4 Preparation of Compound 154-2 Compound 154-3 1g (2.5mmol), bis(pinacolato)diboron (bis(pinacolato)diboron) 1.3g (5mmol), KOAc 0.7g (7.5mmol), Pd(dppf)Cl2CH2Cl2 220mg (0.3mmol) and was dissolved in 21ml DMF was refluxed for 6 hours. After cooling to room temperature after completion of the reaction it was isolated by extraction with EA / H2O (Sat'd NaHCO3). The organic layer was dried over MgSO4 and evaporated under reduced pressure to remove the solvent. Separated by column chromatography to give the desired product.
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); potassium acetate In 1,4-dioxane for 12h; Inert atmosphere; Reflux; Experimental Section Bis(pinacolato)diboron (2 eq.) and 9-(4'-bromo-[1,1'-biphenyl]-4-yl)-9H-carbazole (1 eq.), potassium acetate (3 eq.), tris(dibenzylideneacetone)dipalladium(0) (2 mol %) and SPhos (8 mol %) are suspended together in dioxane, degassed and heated to reflux under nitrogen for 12 h. The reaction mixture is cooled down, diluted with water, and extracted with ethyl acetate. The organic solution is evaporated, and the residue is subjected to column chromatography on silica gel column, eluted with heptanes/ethyl acetate gradient mixture, providing 9-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole.

  • 2
  • [ 61676-62-8 ]
  • [ 212385-73-4 ]
  • [ 1311408-02-2 ]
YieldReaction ConditionsOperation in experiment
85% Stage #1: 9-(4’-bromo-[1,1‘-biphenyl]-4-yl)-9H-carbazole With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.333333h; Inert atmosphere; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; hexane at -78 - 20℃; Cooling with acetone-dry ice;
  • 3
  • [ 10016-52-1 ]
  • [ 1311408-02-2 ]
  • 9-(4'-(8-bromodibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
44% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 80℃; for 16.5h;Inert atmosphere; Example 1.11.15 9-(4'-(8-bromodibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole (Compound 15) A mixture of 9-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole (1.75 g, 4.42 mmol), <strong>[10016-52-1]2,8-dibromodibenzo[b,d]furan</strong> (2.52 g, 7.74 mmol), tetrakis(triphenylphosphine) palladium(0) (0.25 g, 0.22 mmol), potassium carbonate (1.83 g, 13.26 mmol), 1,4-dioxane (40.00 mL), and water (8.00 mL) was degassed with bubbling argon for 30 minutes. The reaction mixture was then heated to 80° C. and was stirred overnight (16.5 hours), maintaining an argon atmosphere. Consumption of the starting material was confirmed by thin-layer chromatography and the reaction was cooled to room temperature. The product was extracted with dichloromethane, dried, and purified by silica gel column chromatography with dichloromethane in hexanes as the eluent. The product fractions were then dried and the product was collected to yield Compound 15 (1.09 g, 44percent).
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