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Chemical Structure| 99848-43-8 Chemical Structure| 99848-43-8

Structure of 99848-43-8

Chemical Structure| 99848-43-8

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Product Details of [ 99848-43-8 ]

CAS No. :99848-43-8
Formula : C8H8BrNO2
M.W : 230.06
SMILES Code : O=C(N)C1=CC(OC)=CC=C1Br
MDL No. :MFCD00208336

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Application In Synthesis of [ 99848-43-8 ]

* 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 [ 99848-43-8 ]

[ 99848-43-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 99848-43-8 ]
  • [ 887581-09-1 ]
YieldReaction ConditionsOperation in experiment
47% Step 2: 1-(2-bromo-5-methoxyphenyl)methanamine Immediately prior to reaction, 2-bromo-5-methoxybenzamide (6.4 mmol) was azeotropically dried with toluene and then further dried under vacuum. This dry material was suspended in THF (15 mL) and the suspension was cooled to 0 C. To the reaction mixture was added 2M borane-dimethylsulfide complex in THF (8 mL) via syringe. The reaction mixture was heated at 70 C. and allowed to stir overnight. The mixture was cooled to 0 C. and treated with conc. HCl (0.5 mL). Vigorous gas evolution is observed, and the reaction mixture was allowed to stir at 0 C. for 15 min and then concentrated. The residue was diluted with water (10 mL) and heated at reflux for 20 min. The mixture was allowed to cool to rt and was basified with sat NaHCO3. The mixture was extracted with EtOAc. The organic solutions were combined, washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to give 1-(2-bromo-5-methoxyphenyl)methanamine (3.1 mmol, 47%). LCMS: (FA) ES+216.
 

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