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Chemical Structure| 1133796-50-5 Chemical Structure| 1133796-50-5

Structure of 1133796-50-5

Chemical Structure| 1133796-50-5

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Product Details of [ 1133796-50-5 ]

CAS No. :1133796-50-5
Formula : C18H15BO2
M.W : 274.12
SMILES Code : OB(C1=CC=CC=C1C2=CC=CC(C3=CC=CC=C3)=C2)O
MDL No. :MFCD26793502
InChI Key :XIZLXGRTCCYWCE-UHFFFAOYSA-N
Pubchem ID :23033858

Safety of [ 1133796-50-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1133796-50-5 ]

* 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 [ 1133796-50-5 ]

[ 1133796-50-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1133796-50-5 ]
  • [ 1452-94-4 ]
  • [ 579525-17-0 ]
YieldReaction ConditionsOperation in experiment
93% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; for 18.0h;Heating / reflux; 3-Biphenylphenylboronic acid (1089 mg, 5.50 mmol), tetrakis(triphenylphosphine)palladium (578 mg, 0.50 mmol) and potassium carbonate (2.07 g, 15.0 mmol) were added in turn to a solution of ethyl ester of 2-chloronicotinic acid (928 mg, 5.00 mmol) in degassed 1,4-dioxane (25 ml) and the mixture was heated under reflux for 18 hrs. Water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine in turn and dried. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography on silica gel (n-hexane/ethyl acetate = 5) to give ethyl ester of 2-(3-biphenyl)-nicotinic acid (1.411 g, 93 %) as a colorless oil. IR (Neat): 2981, 1722, 1716 cm-1; APCI-MS m/z: 304 [M+H]+.
  • 2
  • [ 1133796-50-5 ]
  • [ 1385826-95-8 ]
  • [ 1402225-88-0 ]
YieldReaction ConditionsOperation in experiment
53% With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); In methanol; water; toluene; for 4.0h;Inert atmosphere; Reflux; A toluene/ethanol mixture solution (2:1, 30 mL) which had undergone nitrogen bubbling was added to intermediate 4 (2.00 g, 3.41 mmol) and intermediate 7 (1.22 g, 4.44 mmol). Thereto were further added Pd(PPh3)4 (198 mg, 0.171 mmol) and an aqueous tripotassium phosphate solution (2.0 M, 5 mL) which had undergone nitrogen bubbling, in this order. Thereafter, the resultant mixture was stirred for 4 hours while heating the mixture with refluxing. After the mixture was returned to room temperature, distilled water was added thereto and the resultant mixture was extracted with toluene. The organic layer was washed with saturated aqueous sodium chloride solution and dried with magnesium sulfate. Thereafter, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography using an eluent composed of hexane/methylene chloride = 2/1. Thus, compound (C-3) (1.41 g, 53%) was obtained. The results of analysis by 1H NMR spectroscopy are shown below. Analysis by differential scanning calorimetry (DSC analysis) revealed that compound (C-3) had a glass transition temperature of 103C. 1H NMR: delta [ppm] 8.49-8.44 (m, 4H), 8.34 (t, 1H), 8.19 (d, 2H), 7.84 (t, 1H), 7.71-7.19 (m, 28H), 7.08-7.05 (m, 1H), 6.99 (t, 1H).
 

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