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Chemical Structure| 33187-62-1 Chemical Structure| 33187-62-1

Structure of 33187-62-1

Chemical Structure| 33187-62-1

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Product Details of [ 33187-62-1 ]

CAS No. :33187-62-1
Formula : C16H21N
M.W : 227.35
SMILES Code : C12CC3(NC4=CC=CC=C4)CC(C2)CC(C3)C1
English Name :N-Phenyladamantan-1-amine
MDL No. :MFCD02683837

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Application In Synthesis of [ 33187-62-1 ]

* 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 [ 33187-62-1 ]

[ 33187-62-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 7575-82-8 ]
  • [ 100-59-4 ]
  • [ 33187-62-1 ]
YieldReaction ConditionsOperation in experiment
95% Stage #1: 1-nitroadamantane; phenylmagnesium chloride In tetrahydrofuran at 0 - 25℃; for 12h; Schlenk technique; Stage #2: With sodium tetrahydroborate; iron(II) chloride In ethanol at 25℃; for 15h; Preparation of Secondary Amines (4) by the Reaction of Functionalized Magnesium Reagents (2) with Nitro-Electrophiles (3); TypicalProcedure 1 (TP1) General procedure: A dry, argon-flushed Schlenk flask equipped with a magnetic stirring bar and a septum was charged with freshly prepared organomagnesium reagent 2 (2.5 mmol. 2.5 equiv) in anhydrous THF (2 mL) and cooled to 0 °C. The nitro substrate 3 (1.0 mmol, 1.0 equiv) was added and the reaction mixture was stirred at 0 to 25 °C for 12 h until GC analysis of a reaction aliquot showed full consumption of the starting material. EtOH (1.0 mL), FeCl2 (2.0 mmol, 2.0 equiv), and NaBH4 (1.0mmol, 1.0 equiv) were added and the reaction mixture was stirred at r.t. for 15 h. After quenching the reaction with sat. aq NH4Cl (10 mL), the mixture was neutralized with aq NaOH (2 M) and extracted with EtOAc (6 × 25 mL). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The crude residue was purified by flash-column chromatography to give the analytically pure amineproduct 4.
 

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