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Chemical Structure| 14182-35-5 Chemical Structure| 14182-35-5

Structure of 14182-35-5

Chemical Structure| 14182-35-5

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Product Details of [ 14182-35-5 ]

CAS No. :14182-35-5
Formula : C14H10N2O2
M.W : 238.24
SMILES Code : O=[N+](C1=CC2=C(NC=C2C3=CC=CC=C3)C=C1)[O-]

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Application In Synthesis of [ 14182-35-5 ]

* 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 [ 14182-35-5 ]

[ 14182-35-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 525593-33-3 ]
  • [ 98-80-6 ]
  • [ 14182-35-5 ]
YieldReaction ConditionsOperation in experiment
9% With sodium carbonate; triphenylphosphine;palladium diacetate; In 1,2-dimethoxyethane; water; for 8h;Heating / reflux; Step B: A solution of <strong>[525593-33-3]3-bromo-5-nitroindole</strong> from above (625 mg, 2.1 mmol), phenylboronic acid (381 mg, 3.13 mmol), triphenylphosphine (109.3 mg, 0.417 mmol) in dimethoxyethane (4.16 mL) was degassed. To this mixture 2N sodium carbonate (6.25 mL) was added, and reaction mixture was degassed again. To the reaction was added palladium (II) acetate (23.4mg, 0.104 mmol), and the reaction was refluxed under dry nitrogen with stirring for 8 hours. The reaction mixture was then diluted with 1 M HCl (100 mL), and extracted with ethyl acetate (100 mL). The organic phase was washed with water (100 mL), and brine (100 mL). The organic phase was dried over MgSO4 and concentrated in vacuo. The crude product was purified by chromatography over silica gel (EtOAc/hexanes, 10/90) to afford 3-phenyl-5-nitroindole as an orange powder (45 mg, 9% yield).
 

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