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Chemical Structure| 139911-29-8 Chemical Structure| 139911-29-8
Chemical Structure| 139911-29-8

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Product Details of 4-Fluoro-2-methylphenylboronic acid

CAS No. :139911-29-8
Formula : C7H8BFO2
M.W : 153.95
SMILES Code : OB(C1=CC=C(F)C=C1C)O
MDL No. :MFCD17214439
InChI Key :IQMLIVUHMSIOQP-UHFFFAOYSA-N
Pubchem ID :2734665

Safety of 4-Fluoro-2-methylphenylboronic acid

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

Application In Synthesis of 4-Fluoro-2-methylphenylboronic 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.

  • Downstream synthetic route of [ 139911-29-8 ]

[ 139911-29-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 139911-28-7 ]
  • [ 144-55-8 ]
  • [ 497-19-8 ]
  • [ 139911-29-8 ]
  • ethyl 2-(2-methyl-4-fluorophenyl)-5-fluorobenzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
3.4 g (92%) tetrakis(triphenylphosphine)palladium (0); In ethanol; toluene; Ethyl 2-(2-Methyl-4-fluorophenyl)-5-fluorobenzoate Tetrakis(triphenylphosphine)palladium(0) (0.02 eq, 0.31 g) was added to a vigorously stirred solution of <strong>[139911-28-7]ethyl 2-bromo-5-fluorobenzoate</strong> (1.0 eq, 3.3 g, 0.013 mol) and 2-methyl-4-fluorophenylboronic acid (1.2 eq, 0.016 mol, 2.4 g) in 45 mL of toluene, 22 mL of 2M aqueous sodium carbonate, and 11 mL of ethanol and the mixture was refluxed for 9 h. The cooled reaction mixture was poured into 50 mL each of water, ammonium hydroxide, and 2M aqueous sodium bicarbonate and then filtered through Celite. The filtrate was extracted with ethyl acetate and the organics were dried (MgSO4) and concentrated to yield 3.9 g of a yellow oil. Chromatography (silica gel, 20% ethyl acetate/hexane) gave 3.4 g (92%) of product as a light colored oil. 1 H NMR (CDCl3, 60 mHz) delta 7.7 (dd, 1 H), 7.5 (m, 1 H), 7.25- 6.75 (m, 4 H), 4.0 (q, 2 H), 2.0 (s, 3 H), 1.0 (t, 3 H); IR (CDCl3 solution) 3130, 2220, 1700, 1450, 1080 cm-1; MS m/z 276 (M+), 201 (base peak).
  • 2
  • [ 14221-01-3 ]
  • [ 139911-28-7 ]
  • [ 144-55-8 ]
  • [ 497-19-8 ]
  • [ 139911-29-8 ]
  • ethyl 2-(2-methyl-4-fluorophenyl)-5-fluorobenzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
3.4 g (92%) In ethanol; toluene; Ethyl 2-(2-Methyl-4-fluorophenyl)-5-fluorobenzoate Tetrakis(triphenylphosphine)palladium(O) (0.02 eq, 0.31 g) was added to a vigorously stirred solution of <strong>[139911-28-7]ethyl 2-bromo-5-fluorobenzoate</strong> (1.0 eq, 3.3 g, 0.013 mol) and 2-methyl-4-fluorophenylboronic acid (1.2 eq, 0.016 mol, 2.4 g) in 45 mL of toluene, 22 mL of 2M aqueous sodium carbonate, and 11 mL of ethanol and the mixture was refluxed for 9 h. The cooled reaction mixture was poured into 50 mLeach of water, ammonium hydroxide, and 2M aqueous sodium bicarbonate and then filtered through Celite. The filtrate was extracted with ethyl acetate an the organics were dried (MgSO4) and concentrated to yield 3.9 g of a yellow oil. Chromatography (silica gel, 20% ethyl acetate/hexane) gave 3.4 g (92%) of product as a light colored oil. 1 H NMR (CDCl3, 60 mHz) delta7.7 (dd, 1H), 7.5 (m, 1H), 7.25-6.75 (m, 4H), 4.0 (q, 2H), 2.0 (s, 3H), 1.0 (t, 3H); IR (CDCl3 solution) 3130, 2220, 1700, 1450, 1080 cm-1; MS m/z 276 (M+), 201 (base peak).
 

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