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Chemical Structure| 257610-49-4 Chemical Structure| 257610-49-4

Structure of 257610-49-4

Chemical Structure| 257610-49-4

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Product Details of [ 257610-49-4 ]

CAS No. :257610-49-4
Formula : C15H15FSi
M.W : 242.36
SMILES Code : C[Si](C1=CC=CC=C1)(C(F)=C)C2=CC=CC=C2
MDL No. :MFCD08276379
InChI Key :IBMIUWHXFMPYLJ-UHFFFAOYSA-N
Pubchem ID :10922738

Safety of [ 257610-49-4 ]

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

Application In Synthesis of [ 257610-49-4 ]

* 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 [ 257610-49-4 ]

[ 257610-49-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 80-73-9 ]
  • [ 957207-58-8 ]
  • [ 257610-49-4 ]
  • methyl 4-(1-fluorovinyl)-2-(trifluoromethyl)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine)palladium (0); Example 6 Preparation of methyl 4-(1-fluorovinyl)-2-(trifluoromethyl)benzoate (C28) To a 100 mL round-bottomed flask was added <strong>[957207-58-8]methyl 4-bromo-2-(trifluoromethyl)benzoate</strong> (2.25 g, 8.00 mmol), (1-fluorovinyl)(methyl)diphenylsilane (3.58 g, 14.8 mmol), and 1,3-dimethylimidazolidin-2-one (40 mL). Tetrakis(triphenylphosphine)palladium(0) (0.459 g, 0.400 mmol), copper(I) iodide (0.0760 mg, 0.400 mmol), and cesium fluoride (3.62 g, 23.9 mmol) were added and the reaction was stirred at room temperature for 24 hours under a nitrogen atmosphere. Water was added to the mixture and the mixture was diluted with 3:1 hexanes/diethyl ether. The layer was separated, and the organic layer was dried over sodium sulfate, concentrated, and the residue was purified by flash column chromatography provided the title compound as a colorless oil (2.00 g, 96percent): 1H NMR (400 MHz, CDCl3) delta 7.96-7.87 (m, 1H), 7.83 (dq, J=8.1, 0.7 Hz, 1H), 7.77 (dd, J=8.2, 1.7 Hz, 1H), 5.23 (dd, J=48.6, 4.0 Hz, 1H), 5.07 (dd, J=17.4, 4.0 Hz, 1H), 3.95 (s, 3H); 19F NMR (376 MHz, CDCl3) delta -59.92, -108.73 (d, J=1.4 Hz); EIMS m/z 248 ([M]+).
  • 2
  • [ 957207-58-8 ]
  • [ 257610-49-4 ]
  • methyl 4-(1-fluorovinyl)-2-(trifluoromethyl)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride; at 20 - 24℃; for 24.0h;Inert atmosphere; To a 100 mL round-bottomed flask was added <strong>[957207-58-8]methyl 4-bromo-2-(trifluoromethyl)benzoate</strong> (2.25 g, 8.00 mmol), fluorovinyl) (methyl)diphenylsilane (3.58 g, 14.8 mmol), and 1,3-dimethylimidazolidin-2-one (40 mL). Tetrakis(triphenylphosphine)palladium(0) (0.459 g, 0.400 mmol), copper(I) iodide (0.0760 mg, 0.400 mmol), and cesium fluoride (3.62 g, 23.9 mmol) were added and the reaction was stirred at room temperature for 24 hours under a nitrogen atmosphere. Water was added to the mixture and the mixture was diluted with 3:1 hexanes/diethyl ether. The layer was separated, and the organic layer was dried over sodium sulfate, concentrated, and the residue was purified by flash column chromatography provided the title compound as a colorless oil (2.00 g, 96percent): 1H NMR (400 MHz, CDCl3) delta 7.96-7.87 (m, 1H), 7.83 (dq, J=8.1, 0.7 Hz, 1H), 7.77 (dd, J=8.2, 1.7 Hz, 1H), 5.23 (dd, J=48.6, 4.0 Hz, 1H), 5.07 (dd, J=17.4, 4.0 Hz, 1H), 3.95 (s, 3H); 19F NMR (376 MHz, CDCl3) delta?59.92, ?108.73 (d, J=1.4 Hz); EIMS m/z 248 ([M]+)
96% With 1,3-dimethyl-2-imidazolidinone; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride; at 20℃; for 24.0h;Inert atmosphere; Example 6 Preparation of methyl 4-(1-fluorovinyl)-2-(trifluoromethyl)benzoate (C28) To a 100 mL round-bottomed flask was added <strong>[957207-58-8]methyl 4-bromo-2-(trifluoromethyl)benzoate</strong> (2.25 g, 8.00 mmol), (1-fluorovinyl)(methyl)diphenylsilane (3.58 g, 14.8 mmol), and 1,3-dimethylimidazolidin-2-one (40 mL). Tetrakis(triphenylphosphine)palladium(0) (0.459 g, 0.400 mmol), copper(I) iodide (0.0760 mg, 0.400 mmol), and cesium fluoride (3.62 g, 23.9 mmol) were added and the reaction was stirred at room temperature for 24 hours under a nitrogen atmosphere. Water was added to the mixture and the mixture was diluted with 3:1 hexanes/diethyl ether. The layer was separated, and the organic layer was dried over sodium sulfate, concentrated, and the residue was purified by flash column chromatography provided the title compound as a colorless oil (2.00 g, 96percent): 1H NMR (400 MHz, CDCl3) delta 7.96-7.87 (m, 1H), 7.83 (dq, J=8.1, 0.7 Hz, 1H), 7.77 (dd, J=8.2, 1.7 Hz, 1H), 5.23 (dd, J=48.6, 4.0 Hz, 1H), 5.07 (dd, J=17.4, 4.0 Hz, 1H), 3.95 (s, 3H); 19F NMR (376 MHz, CDCl3) delta -59.92, -108.73 (d, J=1.4 Hz); EIMS m/z 248 ([M]+).
96% With 1,3-dimethyl-2-imidazolidinone; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride; at 20 - 24℃; for 24.0h;Inert atmosphere; Example 6: Preparation of methyl 4-(1-fluorovinyl)-2-(trifluoromethyl)benzoate (C28) (0215) (0216) To a 100 mL round-bottomed flask was added 90 <strong>[957207-58-8]methyl 4-bromo-2-(trifluoromethyl)benzoate</strong> (2.25 g, 8.00 mmol), 91 (1-fluorovinyl)(methyl)diphenylsilane (3.58 g, 14.8 mmol), and 92 1,3-dimethylimidazolidin-2-one (40 mL). 65 Tetrakis(triphenylphosphine)palladium(0) (0.459 g, 0.400 mmol), 59 copper(I) iodide (0.0760 mg, 0.400 mmol), and 93 cesium fluoride (3.62 g, 23.9 mmol) were added and the reaction was stirred at room temperature for 24 hours under a nitrogen atmosphere. 70 Water was added to the mixture and the mixture was diluted with 3:1 hexanes/diethyl ether. The layer was separated, and the organic layer was dried over sodium sulfate, concentrated, and the residue purified by flash column chromatography provided the 94 title compound as a colorless oil (2.00 g, 96percent): 1H NMR (400 MHz, CDCl3) delta 7.96-7.87 (m, 1H), 7.83 (dq, J=8.1, 0.7 Hz, 1H), 7.77 (dd, J=8.2, 1.7 Hz, 1H), 5.23 (dd, J=48.6, 4.0 Hz, 1H), 5.07 (dd, J=17.4, 4.0 Hz, 1H), 3.95 (s, 3H); 19F NMR (376 MHz, CDCl3) delta ?59.92, ?108.73 (d, J=1.4 Hz); EIMS m/z 248 ([M]+).
96% With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride; at 20 - 24℃; for 24.0h;Inert atmosphere; Preparation of methyl 4-(1-fluorovinyl)-2-(trifluoromethyl)benzoate (C28) To a 100 mL round-bottomed flask was added <strong>[957207-58-8]methyl 4-bromo-2-(trifluoromethyl)benzoate</strong> (2.25 g, 8.00 mmol), (1-fluorovinyl)(methyl)diphenylsilane (3.58 g, 14.8 mmol), and 1,3-dimethylimidazolidin-2-one (40 mL). Tetrakis(triphenylphosphine)palladium(0) (0.459 g, 0.400 mmol), copper(I) iodide (0.0760 mg, 0.400 mmol), and cesium fluoride (3.62 g, 23.9 mmol) were added and the reaction was stirred at room temperature for 24 hours under a nitrogen atmosphere. Water was added to the mixture and the mixture was diluted with 3:1 hexanes/diethyl ether. The layer was separated, and the organic layer was dried over sodium sulfate, concentrated, and the residue was purified by flash column chromatography provided the title compound as a colorless oil (2.00 g, 96percent): 1H NMR (400 MHz, CDCl3) delta 7.96-7.87 (m, 1H), 7.83 (dq, J=8.1, 0.7 Hz, 1H), 7.77 (dd, J=8.2, 1.7 Hz, 1H), 5.23 (dd, J=48.6, 4.0 Hz, 1H), 5.07 (dd, J=17.4, 4.0 Hz, 1H), 3.95 (s, 3H); 19F NMR (376 MHz, CDCl3) delta -59.92, -108.73 (d, J=1.4 Hz); EIMS m/z 248 ([M]+).
96% With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); cesium fluoride; at 20 - 24℃; for 24.0h;Inert atmosphere; Example 6 Preparation of methyl 4-(1-fluorovinyl)-2-(trifluoromethyl)benzoate (C38) To a 100 mL round-bottomed flask was added <strong>[957207-58-8]methyl 4-bromo-2-(trifluoromethyl)benzoate</strong> (2.25 g, 8.00 mmol), (1-fluorovinyl)(methyl)diphenylsilane (3.58 g, 14.8 mmol), and 1,3-dimethylimidazolidin-2-one (40 mL). Tetrakis(triphenylphosphine)palladium(0) (0.459 g, 0.400 mmol), copper(I) iodide (0.0760 mg, 0.400 mmol), and cesium fluoride (3.62 g, 23.9 mmol) were added and the reaction mixture was stirred at room temperature for 24 hours under a nitrogen atmosphere. Water was added to the mixture and the mixture was diluted with 3:1 hexanes/diethyl ether. The organic layer was dried over sodium sulfate, filtered and concentrated. Purification by flash column chromatography provided the title compound as a colorless oil (2.00 g, 96percent): 1H NMR (400 MHz, CDCl3) delta 7.96-7.87 (m, 1H), 7.83 (dq, J=8.1, 0.7 Hz, 1H), 7.77 (dd, J=8.2, 1.7 Hz, 1H), 5.23 (dd, J=48.6, 4.0 Hz, 1H), 5.07 (dd, J=17.4, 4.0 Hz, 1H), 3.95 (s, 3H); 19F NMR (376 MHz, CDCl3) delta -59.92, -108.73 (d, J=1.4 Hz); EIMS m/z 248 ([M]+).

 

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