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Chemical Structure| 1183352-95-5 Chemical Structure| 1183352-95-5

Structure of 1183352-95-5

Chemical Structure| 1183352-95-5

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Product Details of [ 1183352-95-5 ]

CAS No. :1183352-95-5
Formula : C13H12BrNO
M.W : 278.14
SMILES Code : BrC1=CC=C(OCCC2=CC=NC=C2)C=C1
MDL No. :MFCD12799513

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Application In Synthesis of [ 1183352-95-5 ]

* 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 [ 1183352-95-5 ]

[ 1183352-95-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 5344-27-4 ]
  • [ 106-41-2 ]
  • [ 1183352-95-5 ]
YieldReaction ConditionsOperation in experiment
With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 25℃;Inert atmosphere; Diethyl azodicarboxylate (4.44 ml_, mmol, 40%) was slowly added to a solution of 2- pyridin-4-yl-ethanol (1.00 g, 8.12 mmol), triphenylphosphine (2.56 g, 9.74 mmol), and 4- bromophenol (1.40 g, 8.12 mmol) in THF (40.6 ml.) at 0C under nitrogen. The reaction was allowed to warm to room temperature and stirred overnight. The reaction mixture was quenched with water (150 ml.) and extracted with ethyl acetate (200 ml_). The organics were washed with 1 N aqueous NaOH (100 mL) and brine (100 ml_). The organics were dried (Na2S04), filtered, and concentrated. The crude material was crystallized with etherheptanes (1 :1 , ~25ml_) and the solid was removed via filtration and washed with etherheptanes. The combined filtrates were concentrated and further purified via flash chromatography using an Analogix SF25-40g column and ethyl acetate in heptane (0-30%) as the eluant to afford the title compound as a clear liquid (1.20 g, 46.2%). LC-MS m/z 278.4 (M+1 ). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 3.1 1 (t, 2 H) 4.19 (t, J=6.44 Hz, 2 H) 6.77 (d, J=8.98 Hz, 2 H) 7.22 - 7.26 (m, 2 H) 7.38 (d, J=4.69 Hz, 2 H) 8.54 - 8.57 (m, 3 H)
 

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