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Chemical Structure| 1412414-17-5 Chemical Structure| 1412414-17-5

Structure of 1412414-17-5

Chemical Structure| 1412414-17-5

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Product Details of [ 1412414-17-5 ]

CAS No. :1412414-17-5
Formula : C8H9BF3K
M.W : 212.06
SMILES Code : F[B-](F)(C1=CC=CC(C)=C1C)F.[K+]
MDL No. :MFCD09993061

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Application In Synthesis of [ 1412414-17-5 ]

* 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.

  • Upstream synthesis route of [ 1412414-17-5 ]
  • Downstream synthetic route of [ 1412414-17-5 ]

[ 1412414-17-5 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 1412414-17-5 ]
  • [ 443-82-3 ]
YieldReaction ConditionsOperation in experiment
90 %Spectr. With lithium hydroxide monohydrate; silver trifluoromethanesulfonate; Selectfluor In ethyl acetate at 55℃; Sealed tube General procedure: Trifluoroborate (0.50 mmol, 1.0 equiv), LiOH·H2O (25.2 mg, 0.60 mmol, 1.2 equiv), Selectfluor® (212 mg, 0.60 mmol, 1.2 equiv), AgOTf (386 mg, 1.5 mmol, 3.0 equiv) were weighed into a 20 mL microwave vial. EtOAc (5 mL) was added, and sealed with a microwave cap and the mixture was allowed to stir at 55 °C for 5-15 h. The resulting solution was cooled to room temperature. For the compounds reported with isolated yields (2a, 2b, 2c, 2d, 2e, 2g, 2h, 2j, 2k, 2l, 2m, 2o, 2p, 2t, 2u, 2x, 2v, 2y, 2ab, 2ac, and 2ag) the reaction mixture was diluted with MTBE or hexane (5 mL) and H2O (4.0 mL). Then organic phase was separated, the aqueous phase was extracted with MTBE (2*5 mL). The combined organic phases were dried over anhydrous Na2SO4. The filtrate was concentrated in rotavapor and the residue was purified by column chromatography on Combiflash with hexanes/EtOAc to afford the desired compounds. The volatile and low yielding products were not isolated and their yields were determined only by 19F NMR of the reaction mixture. For the compounds reported with 19F NMR yields, 4-fluorobenzonitrile (0.50 mmol) was added as reference to the reaction mixture, stirred for 5 min, and then diluted with MTBE or hexane (5 mL) and H2O (3.0 mL).
The layers were separated and an an aliquote of the organic phase was withdrawn for the 19F NMR measurement in CDCl3.
References: [1] Tetrahedron, 2014, vol. 70, # 51, p. 9676 - 9681.
 

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