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Chemical Structure| 1253943-66-6 Chemical Structure| 1253943-66-6

Structure of 1253943-66-6

Chemical Structure| 1253943-66-6

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Product Details of [ 1253943-66-6 ]

CAS No. :1253943-66-6
Formula : C14H18BBrO2
M.W : 309.01
SMILES Code : CC1(C)C(C)(C)OB(/C=C/C2=CC=CC(Br)=C2)O1
MDL No. :MFCD19703881

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Application In Synthesis of [ 1253943-66-6 ]

* 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 [ 1253943-66-6 ]

[ 1253943-66-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 29835-28-7 ]
  • [ 73183-34-3 ]
  • [ 1253943-66-6 ]
YieldReaction ConditionsOperation in experiment
83% With copper(II) trifluoroacetate; sodium carbonate; In 1,4-dioxane; at 80℃; for 18h;Inert atmosphere; General procedure: A Schlenk tube with a magnetic stirring bar was charged with 3-phenylpropiolic acid (1a, 68 mg, 0.5 mmol), bis(pinacolato)diboron (2a, 152 mg, 0.6 mmol), Cu(TFA)2 (29 mg, 10 mol%), Na2CO3 (127 mg, 1.2 mmol), and 1,4-dioxane (2 mL) under N2. The reaction mixture was stirred at 80 C for 18 h (monitored by TLC and GC). Upon completion of the reaction, the reaction mixture was then cooled to ambient temperature, diluted with ethyl acetate (20 mL), filtered through a plug of silica gel, and washed with ethyl acetate (20 mL). The organic layer was washed with saturated brine (20 mL×2) and dried over anhydrous Na2SO4. The solvents were removed via rotary evaporator and the residue was purified by flash chromatography (silica gel, ethyl acetate: petroleum ether=1:30) to give 89.7 mg of desired product 3a in 78 % yield as a colorless oil. 1H NMR (400 MHz, CDCl3): δ 7.48-7.50 (m, 2H), 7.41 (d, 1H, J=18.5Hz), 7.29-7.32 (m, 3H), 6.18 (d, 1H, J=18.4Hz), 1.32 (s, 12H). 13C NMR (100 MHz, CDCl3): δ 148.5, 136.4, 127.9, 127.5, 126.0, 82.3, 23.8
 

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