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Chemical Structure| 175883-63-3 Chemical Structure| 175883-63-3
Chemical Structure| 175883-63-3

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Product Details of (3-Chloro-4-methylphenyl)boronic acid

CAS No. :175883-63-3
Formula : C7H8BClO2
M.W : 170.40
SMILES Code : CC1=CC=C(B(O)O)C=C1Cl
MDL No. :MFCD04039010
InChI Key :YTJUYWRCAZWVSX-UHFFFAOYSA-N
Pubchem ID :3854610

Safety of (3-Chloro-4-methylphenyl)boronic acid

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

Application In Synthesis of (3-Chloro-4-methylphenyl)boronic 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 [ 175883-63-3 ]

[ 175883-63-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 175883-63-3 ]
  • [ 56844-12-3 ]
  • 4-chloro-6-(3-chloro-4-methylphenyl)thieno[2,3-d]pyrimidine [ No CAS ]
  • 2
  • [ 175883-63-3 ]
  • [ 56844-40-7 ]
  • 6-(3-chloro-4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one [ No CAS ]
  • 3
  • [ 6358-77-6 ]
  • [ 175883-63-3 ]
  • 3'-chloro-4-methoxy-4'-methyl-[1,1-biphenyl]-3-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
84.0% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In 1,4-dioxane; water; at 80℃; for 1.5h;Inert atmosphere; A 50-mL round-bottom flask was charged with 5-bromo-2-methoxy aniline(Alfa Aesar, 1.00 g, 4.95 mmol), 3-chloro-4-methylphenylboronic acid (Acros, 1.69 g, 9.90 mmol), 1,1 '-bis(diphenylphosphino)ferrocene palladium(II)dichloride dichloromethane adduct (0.81 g, 0.99 mmol), and purged with nitrogen. 1,4-Dioxane (37.1 ml) and an aqueous sodium carbonate solution (1.9 M, 12.4 mL) were introduced and the reaction mixture was warmed to 80 °C. After 90 min, the reaction mixture was allowed to cool to ambient temperature and diluted with aqueous HCI solution (1.0 M, 25 mL) and EtOAc (25 mL). The layers were separated and the aqueous layer extracted with additional EtOAc (2 x 25 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure and purified by flash column chromatography (100-g silica gel Biotage column, eluent: gradient, 0 to 40percent EtOAc in heptane with DCM as a 5percent additive) to afford 3'-chloro-4-methoxy-4'-methyl-[l,l'-bipheny 1]-3-amine (1.03 g, 4.16 mmol, 84.0 percent yield) as a tan solid.
 

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