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Chemical Structure| 915411-11-9 Chemical Structure| 915411-11-9

Structure of 915411-11-9

Chemical Structure| 915411-11-9

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Product Details of [ 915411-11-9 ]

CAS No. :915411-11-9
Formula : C9H11BO2
M.W : 161.99
SMILES Code : OB(C1=CC=CC2=C1CCC2)O
MDL No. :MFCD22191952

Safety of [ 915411-11-9 ]

Application In Synthesis of [ 915411-11-9 ]

* 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 [ 915411-11-9 ]

[ 915411-11-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 6134-53-8 ]
  • [ 6134-54-9 ]
  • [ 196861-31-1 ]
  • [ 915411-11-9 ]
YieldReaction ConditionsOperation in experiment
An oven-dried flask was charged with the mixture of bromoindanes (340 mg, 1.73 mmol) and dry THF (2 mL) under argon. The solution was cooled to -78 C. and butyllithium (1.6 M in hexanes, 1.30 mL) was added drop-wise. The reaction mixture was stirred for 15 min at -78 C. and trimethyl borate (385 muL, 3.46 mmol) was added drop-wise. The reaction solution was left to warm to -20 C. over a period of 2.5 h and was then quenched with 1M aqueous HCl (2 mL). The mixture was left to warm to room temperature, was diluted with MTBE (20 mL) and the layers were separated. The organic layer was washed with H2O (5 mL) and brine 5 mL), dried (Na2SO4) and concentrated to give the crude boronic acid (232 mg). Flash chromatography (20 g SiO2, AcOEt/heptane 1:4?1:2) provided a mixture of 4- and 5-indane boronic acid (123 mg, 44%).
  • 2
  • [ 121-43-7 ]
  • [ 6134-53-8 ]
  • [ 6134-54-9 ]
  • [ 196861-31-1 ]
  • [ 915411-11-9 ]
YieldReaction ConditionsOperation in experiment
An oven-dried flask was charged with the mixture of bromoindanes (340 mg, 1.73 mmol) and dry THF (2 mL) under argon. The solution was cooled to -78 C. and butyllithium (1.6 M in hexanes, 1.30 mL) was added drop-wise. The reaction mixture was stirred for 15 min at -78 C. and trimethyl borate (385 muL, 3.46 mmol) was added drop-wise. The reaction solution was left to warm to -20 C. over a period of 2.5 h and was then quenched with 1M aqueous HCl (2 mL). The mixture was left to warm to room temperature, was diluted with MTBE (20 mL) and the layers were separated. The organic layer was washed with H2O (5 mL) and brine 5 mL), dried (Na2SO4) and concentrated to give the crude boronic acid (232 mg). Flash chromatography (20 g SiO2, AcOEt/heptane 1:4?1:2) provided a mixture of 4- and 5-indane boronic acid (123 mg, 44%).
  • 3
  • [ 5419-55-6 ]
  • [ 6134-53-8 ]
  • [ 915411-11-9 ]
 

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