ChemicalBook CAS DataBase List 1-((TRIMETHYLSILYL)ETHYNYL)-3-TRIFLUORO&

1-((TRIMETHYLSILYL)ETHYNYL)-3-TRIFLUORO& synthesis

3synthesis methods

Product Name:1-((TRIMETHYLSILYL)ETHYNYL)-3-TRIFLUORO&
CAS Number:40230-93-1
Molecular formula:C12H13F3Si
Molecular Weight:242.31

401-78-5 Synthesis

401-78-5
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1066-54-2
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1-((TRIMETHYLSILYL)ETHYNYL)-3-TRIFLUORO&

40230-93-1
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$75.70/5ml

Yield:40230-93-1 100%

Reaction Conditions:

with triethylamine;bis-triphenylphosphine-palladium(II) chloride;copper(l) iodide in ethyl acetate at 50; for 18 h;Sonogashira Coupling;

Steps:

13.a

Add copper (I) iodide (48. 2 mg, 0. 25 mol), bis (triphenylphosphine) palladium (II) dichloride (155. 8 m g, 0. 22 mmol) and triethylamine (2. 51 mL, 17. 8 mmol), to a solution of 1-bromo-3-trifluoromethylbenzene (0. 62 mL, 4. 44 mmol) and trimethylsilylacetylene (0. 81 mL, 5. 78 mmol), in ethyl acetate (4 mL). Stir at 50 °C for 18 h. Cool the reaction mixture to room temperature, concentrate and purify the residue by silica gel chromatography, eluting with hexanes, to give the title compound (l. lg, 100%). 1H NMR (300 MHz, CDCl3) 6 0. 27 (s, 9H), 7. 42 (t, J = 7. 8 Hz, 1H), 7. 56 (d, J = 7. 8 Hz, 1H), 7. 62 (d, J = 7. 8 Hz, 1H), 7. 73 (s, 1H).

References:

WO2005/94822,2005,A1 Location in patent:Page/Page column 30-31