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ChemicalBook CAS DataBase List 3-Ethynyltoluene

3-Ethynyltoluene synthesis

11synthesis methods
40230-90-8 Synthesis
3-[(Trimethylsilyl)ethynyl]toluene

40230-90-8
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Yield:766-82-5 93%

Reaction Conditions:

with potassium trimethylsilonate in dimethyl sulfoxide at 60; under 760.051 Torr; for 7 h;Catalytic behavior;Sealed tube;Reagent/catalyst;Solvent;

Steps:

20
3-[(trimethylsilyl)ethynyl]toluene (1 mmol), inorganic base potassium tert-butoxide (sodium) or potassium hydroxide (sodium) or potassium trimethylsilylate (sodium) (0.05 mmol), 2 mL of DMA or DMSO solvent was sequentially added to a 10 mL sealed tube, and the mixture was heated and stirred in a 60°C oil bath for 7 hours. The progress of the reaction was followed by TLC. The reaction was completed and an equivalent of mesitylene or n-undecane was added as a crude product. The exact yield of the product was determined by GC and GC-MS. According to GC and GC-MS, when DMSO is used as a reaction solvent, inorganic base potassium tert-butoxide (sodium) or potassium hydroxide (sodium) or potassium trimethylsilylate (sodium) is used as a catalyst, and the yields of the products are as follows: : 74%, 73%, 74%, 80%, 93%, 90%. When DMA was used as the reaction solvent, the inorganic potassium tert-butoxide (sodium) or potassium hydroxide (sodium) or potassium trimethylsilylate (sodium) was used as the catalyst. The yield of the product was: 61%, 60%, respectively. 63%, 73%, 82%, 83%.

References:

Taizhou University;Yao Wubing CN107459438, 2017, A Location in patent:Paragraph 0054; 0055

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