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Chemical Structure| 192182-54-0 Chemical Structure| 192182-54-0
Chemical Structure| 192182-54-0

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Product Details of 3,5-Dimethoxyphenylboronic acid

CAS No. :192182-54-0
Formula : C8H11BO4
M.W : 181.98
SMILES Code : COC1=CC(=CC(=C1)B(O)O)OC
MDL No. :MFCD03095127
InChI Key :XUIURRYWQBBCCK-UHFFFAOYSA-N
Pubchem ID :4374257

Safety of 3,5-Dimethoxyphenylboronic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 3,5-Dimethoxyphenylboronic 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 [ 192182-54-0 ]

[ 192182-54-0 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 148231-12-3 ]
  • [ 192182-54-0 ]
  • [ 1197331-92-2 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; water; toluene; at 105℃; for 2h;Inert atmosphere; A mixture of 3,5-dimethoxyphenylboronic acid (Step 1.8) (3.38 g, 18.6 mmol) in EtOH (15 ml.) was added dropwise to a mixture of <strong>[148231-12-3]5,8-dibromo-quinoxaline</strong> (Step 1.5) (10.7 g, 37.1 mmol, 2 equiv), PdCI2(dppf) (530 mg, 0.7 mmol, 0.03 equiv), Na2CO3 (2 M solution in H2O, 37 ml_, 74.3 mmol, 4 equiv) in toluene (100 ml.) at 1050C, under an argon atmosphere. The reaction mixture was stirred at 105 0C for 2 h, allowed to cool to rt, diluted with EtOAc and H2O, filtered through a pad of celite and extracted with EtOAc. The organic phase was washed with H2O and brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by trituration in DCM, followed by silica gel column chromatography (Hex/EtOAc, 4:1 ) to afford 4.54 g of the title compound as a yellow solid: ES-MS: 345.0 [M+H]+; tR= 5.13 min (System 1 ); Rf = 0.17 (Hex/EtOAc, 4:1 ).
  • 2
  • [ 365564-07-4 ]
  • [ 192182-54-0 ]
  • 3
  • [ 19063-55-9 ]
  • [ 192182-54-0 ]
  • [ 1063714-86-2 ]
  • 4
  • [ 1813-33-8 ]
  • [ 192182-54-0 ]
  • [ 935520-53-9 ]
YieldReaction ConditionsOperation in experiment
With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,4-dioxane; toluene; for 12h;Reflux; General procedure: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol), appropriate boronic acid (1.20 mmol)were dissolved in toluene/dioxane:2 N Na2CO3 (2:1:1) solution(6 ml). Tetrakis(triphenyl-phosphine)palladium(0) (0.10 mmol)and 1,10-Ferrocenediyl-bis(diphenylphosphine) (0.20 mmol) wasadded to the mixture and it was refluxed for 12 h. After cooleddown to ambient temperature, the reaction was filtered over celiteand extracted with EtOAc twice. The combined organic extractswere dried over MgSO4, filtered, and concentrated in vacuo. Theresidue was purified by flash column chromatography on silicagel using EtOAc/hexanes (1:10) eluant condition. (R-B(OH)2 =1-pentenyl boronic acid for 53, 1-cyclohexenylboronicacid for 54).
  • 5
  • [ 52133-67-2 ]
  • [ 192182-54-0 ]
  • ethyl 2-(3,5-dimethoxyphenyl)-1H-pyrrole-3-carboxylate [ No CAS ]
  • 6
  • [ 5350-41-4 ]
  • [ 192182-54-0 ]
  • [ 52692-17-8 ]
 

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