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Chemical Structure| 5339-27-5 Chemical Structure| 5339-27-5

Structure of 5339-27-5

Chemical Structure| 5339-27-5

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Product Details of [ 5339-27-5 ]

CAS No. :5339-27-5
Formula : C10H15NO
M.W : 165.23
SMILES Code : CN(C1=CC=CC=C1CCO)C
MDL No. :MFCD09926214

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Application In Synthesis of [ 5339-27-5 ]

* 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 [ 5339-27-5 ]

[ 5339-27-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 50-00-0 ]
  • [ 15121-84-3 ]
  • [ 5339-27-5 ]
YieldReaction ConditionsOperation in experiment
With palladium 10% on activated carbon; hydrogen; In ethanol; under 3102.97 Torr; 2-(2-Nitrophenyl)ethanol (10g, 61mmol), formaldehyde (37percent, 11.24mL, 75.2mmol), ethanol (200mL), and Pd/C (500mg, 10percent) were placed under an H2 atmosphere at 60 PSI until the uptake of hydrogen ceased. After filtration through celite, the solvent was evaporated, and the residue was dissolved in EtOAc, and washed twice with water, and aq NaCl (sat.). The organic phase was dried using MgSO4, and the solvent was evaporated to give 2-(2-(N,N-dimethylamino)phenyl)ethanol as crude oil. The oil (10.12g, 61mmol) and ammonium acetate (470mg, 6.1mmol) were dissolved in acetonitrile (300mL) in a round bottom flask. Then, the mixture was cooled down to 0°C, and a solution of N-bromosuccinimide (10.85g, 61mmol) in acetonitrile (10mL) was added dropwise. After 1h, the solvent was evaporated and the mixture dissolved in EtOAc. The organic solvent was washed twice with 10percent Na2CO3 and sat. aq NaCl. The organic phase was dried with MgSO4 and evaporated. The remaining oil was purified by silica column chromatography using EtOAc?hexane 4:6 as eluent to yield brownish oil (10.61g, 71percent overall yield).
 

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