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Chemical Structure| 175152-70-2 Chemical Structure| 175152-70-2

Structure of 175152-70-2

Chemical Structure| 175152-70-2

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Product Details of [ 175152-70-2 ]

CAS No. :175152-70-2
Formula : C15H14O3
M.W : 242.27
SMILES Code : O=C(C1=CC=C(C2=CC=CC=C2)C=C1OC)OC
MDL No. :MFCD06204218

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Application In Synthesis of [ 175152-70-2 ]

* 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 [ 175152-70-2 ]

[ 175152-70-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 78955-90-5 ]
  • [ 98-80-6 ]
  • [ 175152-70-2 ]
YieldReaction ConditionsOperation in experiment
41.2% With caesium carbonate;bis-triphenylphosphine-palladium(II) chloride; In DMF (N,N-dimethyl-formamide); at 120℃; for 8h; Dichlorobis(triphenylphosphine)palladium(29mg, 0.04mmol) was added to a solution of <strong>[78955-90-5]methyl 4-chloro-2-methoxybenzoate</strong>(904mg, 4.5mmol), phenylboronic acid(500mg, 4.1mmol) and cesium carbonate(2.7g, 8.2mmol) in N,N-dimethylformamide(15mL) under argon atmosphere, and the mixture was stirred at 120C for 8 hours. After the reaction mixture was cooled to room temperature, it was diluted with ethyl acetate. The ethyl acetate layer was washed successively with water and brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel(n-hexane:ethyl acetate=10:1) to give the title compound(410mg, 41.2%) as a colourless oil.1H-NMR(CDCl3): δ 3.91(3H, s), 3.98(3H, s), 7.17(1H, d, J=1.5Hz), 7.20(1H, dd, J=8.1, 1.5Hz), 7.31-7.50(3H, m), 7.59-7.63(2H, m), 7.89(1H, d, J=8.1Hz).
41.2% With caesium carbonate;bis-triphenylphosphine-palladium(II) chloride; In DMF (N,N-dimethyl-formamide); at 120℃; for 8h; Dichlorobis(triphenylphosphine)palladium(29mg, 0.04mmol) was added to a solution of <strong>[78955-90-5]methyl 4-chloro-2-methoxybenzoate</strong>(904mg, 4.5mmol), phenylboronic acid(500mg, 4.1mmol) and cesium carbonate(2.7g, 8.2mmol) in N,N-dimethylformamide(15mL) under argon atmosphere, and the mixture was stirred at 120C for 8 hours. After the reaction mixture was cooled to room temperature, it was diluted with ethyl acetate. The ethyl acetate layer was washed successively with water and brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel(n-hexane:ethyl acetate=10:1) to give the title compound(410mg, 41.2%) as a colourless oil.1H-NMR(CDCl3): δ 3.91(3H, s), 3.98(3H, s), 7.17(1H, d, J=1.5Hz), 7.20(1H, dd, J=8.1, 1.5Hz), 7.31-7.50(3H, m), 7.59-7.63(2H, m), 7.89(1H, d, J=8.1Hz).
41.2% With caesium carbonate;bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 120℃; for 8h; (1) Methyl 2-methoxy-4-phenylbenzoate. Dichlorobis(triphenylphosphine)palladium(29mg, 0.04mmol) was added to a solution of <strong>[78955-90-5]methyl 4-chloro-2-methoxybenzoate</strong>(904mg, 4.5mmol), phenylboronic acid(500mg, 4.1mmol) and cesium carbonate(2.7g, 8.2mmol) in N,N-dimethylformamide(15mL) under argon atmosphere, and the mixture was stirred at 120C for 8 hours. After the reaction mixture was cooled to room temperature, it was diluted with ethyl acetate. The ethyl acetate layer was washed successively with water and brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel(n-hexane:ethyl acetate=10:1) to give the title compound(410mg, 41.2%) as a colourless oil. 1H-NMR(CDCl3): δ 3.91(3H, s), 3.98(3H, s), 7.17(1H, d, J=1.5Hz), 7.20(1H, dd, J=8.1, 1.5Hz), 7.31-7.50(3H, m), 7.59-7.63(2H, m), 7.89(1H, d, J=8.1Hz).
 

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