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Aryls
3',5-Difluoro-[1,1'-biphenyl]-3-carboxylic acid
Aryls
Fluorinated Building Blocks Carboxylic Acids

[ CAS No. 1214352-53-0 ] {[proInfo.proName]}

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Chemical Structure| 1214352-53-0
Chemical Structure| 1214352-53-0
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Product Details of [ 1214352-53-0 ]

CAS No. :1214352-53-0 MDL No. :MFCD14699221
Formula : C13H8F2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 234.20 Pubchem ID :-
Synonyms :

Safety of [ 1214352-53-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1214352-53-0 ]

* 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 [ 1214352-53-0 ]

[ 1214352-53-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 25026-64-6 ]
  • [ 768-35-4 ]
  • [ 1214352-53-0 ]
YieldReaction ConditionsOperation in experiment
100% Step 1. 3',5-Difluoro-[1,1'-biphenyl]-3-carboxylic acidA 2 dram vial was charged with (3-fluorophenyl)boronic acid (168 mg, 1.2 mmol), <strong>[25026-64-6]3-chloro-5-fluorobenzoic acid</strong> (175 mg, 1.0 mmol), potassium carbonate (345 mg, 2.5 mmol), palladium acetate (1.1 mg, 0.005 mmol) and 2-dicyclohexylphosphino-2,6-dimethoxy-3-sulfonato-1,1'-biphenyl hydrate sodium salt (5 mg, 0.01 mmol). The vial was fitted with a septum cap, degassed water (1.5 mL) was added and the mixture was purged with nitrogen and stirred at room temperature. After stirring for 4 d, the mixture was diluted with water (30 mL), acidified to pH 4 with 1.0 N aqueous HCl and extracted with EtOAc (3×25 mL). The combined extracts were dried (Na2SO4), filtered and concentrated in vacuo to afford 235 mg (quant.) of 3',5-difluoro-[1,1'-biphenyl]-3-carboxylic acid which was used without further purification.
Reference： [1]Patent: US2011/184055,2011,A1 .Location in patent: Page/Page column 8
  • 2
  • [ 176548-70-2 ]
  • [ 768-35-4 ]
  • [ 1214352-53-0 ]
YieldReaction ConditionsOperation in experiment
90% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In ethanol; water; N,N-dimethyl-formamide; at 100℃;Inert atmosphere; To a solution of 3 -fluorophenyl boronic acid (0.7 g, 5.0 mmol, 1.0 eq), 3-bromo-5-fiuoro- benzoic acid (1 g, 4.6 mmol, 1.1 eq) and Na2C03 (1.45g, 13.7 mmol, 3 eq) in a mixture of EtOH (5 mL), DMF (20 mL) and H20 (5 mL) under N2 was added Pd(PPh3)4 (200 mg, 0.17 mmol, 0.05 eq). The mixture was stirred at 100C overnight then cooled to room temperature. Water and ethyl acetate were added and the reaction was filtered through Celite and the aqueous layer was extracted with EtOAc. The organic extract was discarded and the aqueous layer was acidified to pH 4-5 by addition of 1M HCl and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried ( a2S04), filtered and evaporated in vacuo to give the title compound as a white solid (970 mg, 90 %).LC-MS : m z 233.0 [M-H]~ 1H NMR (400 MHz, MeOD/CDCl3) ? 7.62 (t, J = 1.5 Hz, 1H), 7.29 - 7.23 (m, 1H), 7.10 - 6.97 (m, 3H), 6.93 - 6.87 (m, 1H), 6.72 - 6.64 (m, 1H)
Reference： [1]Patent: WO2013/37705,2013,A2 .Location in patent: Page/Page column 100

Tags: 1214352-53-0; 3',5-Difluoro-[1,1'-biphenyl]-3-carboxylic acid; Fluorinated Building Blocks

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