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Chemical Structure| 352303-67-4 Chemical Structure| 352303-67-4
Chemical Structure| 352303-67-4

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Product Details of 2-Fluoro-3-methoxyphenylboronic acid

CAS No. :352303-67-4
Formula : C7H8BFO3
M.W : 169.95
SMILES Code : COC1=CC=CC(B(O)O)=C1F
MDL No. :MFCD02094728
InChI Key :JCKZNMSBFBPDPM-UHFFFAOYSA-N
Pubchem ID :4985744

Safety of 2-Fluoro-3-methoxyphenylboronic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2-Fluoro-3-methoxyphenylboronic acid

* 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.

  • Upstream synthesis route of [ 352303-67-4 ]
  • Downstream synthetic route of [ 352303-67-4 ]

[ 352303-67-4 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 352303-67-4 ]
  • [ 855230-60-3 ]
YieldReaction ConditionsOperation in experiment
96%
Stage #1: With boron tribromide In dichloromethane at 5 - 20℃; Inert atmosphere
Stage #2: With sodium hydrogencarbonate In ethanol; dichloromethaneCooling
2-Fluoro-3-methoxyphenylboronic acid (1.1g, 6.5 mmol) was dissolved in 30 mL dichloromethane and cooled to 5 °C under nitrogen. 32 mL boron tribromide solution (1M in dichloromethane, 32 mmol) was added drop-wise with stirring. Upon addition, the mixture was stirred for 1 h at room temperature. The mixture was added drop-wise to 50 mL cold ethanol. The mixture was then neutralised with portion-wise addition of excess solid sodium bicarbonate with cooling. The mixture was stirred for 15 min, filtered and the filtrate evaporated. The residue was taken up in tetrahydrofuran, re-filtered and re-evaporated to give 0.96 g (96percent) of the title compound. 1H NMR (200 MHz, DMSO-d6) ppm 9.53 (1 H, s), 8.13 (2 H, m), 6.91 (3 H, m)
References: [1] Patent: EP2196465, 2010, A1, . Location in patent: Page/Page column 30; 31.
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 23, p. 10479 - 10497.
[3] Patent: WO2006/5918, 2006, A1, . Location in patent: Page/Page column 89.
 

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