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ChemicalBook CAS DataBase List 2-ETHYNYLTOLUENE 97

2-ETHYNYLTOLUENE 97 synthesis

8synthesis methods
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Yield:766-47-2 87%

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:

21
2-[(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: 59%, 66%, 68%, 76%, 87%, 83%. 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: 50%, 58%, respectively. 57%, 69%, 78%, 83%.

References:

Taizhou University;Yao Wubing CN107459438, 2017, A Location in patent:Paragraph 0056; 0057

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