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Chemical Structure| 65440-82-6 Chemical Structure| 65440-82-6

Structure of 65440-82-6

Chemical Structure| 65440-82-6

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Product Details of [ 65440-82-6 ]

CAS No. :65440-82-6
Formula : C6H6BrNO
M.W : 188.02
SMILES Code : NOC1=CC=C(Br)C=C1
MDL No. :MFCD20923657

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Application In Synthesis of [ 65440-82-6 ]

* 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 [ 65440-82-6 ]

[ 65440-82-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 24424-99-5 ]
  • [ 25602-68-0 ]
  • [ 65440-82-6 ]
  • [ 1387003-29-3 ]
YieldReaction ConditionsOperation in experiment
45% Step A: O-(4-Bromophenyl)hydroxylamine (2.0 g, 8.9 mmol) and <strong>[25602-68-0]nortropinone hydrochloride</strong> (2.7 g, 16.7 mmol) were dissolved in a mixture of HOAc (7.2 mL) and conc. H2SO4 (0.8 mL) and the reaction heated to 120° C. for 18 h. The mixture was concentrated providing the crude intermediate 2-bromo-6,7,8,9,10-pentahydro-7,10-epiminocyclohepta[b]benzofuran. This was suspended in H2O (35 mL) and K2CO3 added until pH neutral. IPA (20 mL) was added followed by Boc anhydride (3.69 g, 16.9 mmol) and the reaction stirred at room temperature for 1 h. The resultant suspension was filtered and the solids washed with H2O. These were then dissolved in CH2Cl2, dried over Na2SO3 and concentrated providing tert-butyl 2-bromo-6,7,8,9,10-pentahydro-7,10-epiminocyclohepta[b]benzofuran-carboxylate (1.5 g, 45percent) as beige foam: 1H NMR (CDCl3, 300 MHz) delta 7.58 (d, J=1.6 Hz, 1H), 7.29 (m, 2H), 5.10 (d, J=26 Hz, 1H), 4.65 (d, J=29 Hz, 1H), 3.44 (br s, 1H), 2.53 (d, J=17 Hz, 1H), 2.34 (m, 1H), 2.18 (m, 1H), 1.96 (m, 1H), 1.65 (m, 1H), 1.41 (s, 9H).
 

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