تفاعل #345168

معادلة التفاعل

4-tert-butyl-bromobenzene

4-bromo t-butylbenzene

Compound 20

4-bromo t-butylbenzene

trimethylsilylacetylene

Compound 16

trimethylsilylacetylene

→

title compound

Trimethylsilyl (4-tert-butyl) phenylethyne

المذيبات

triethylamine

ظروف التفاعل

المعالجة

1. 1
   أخرىwas flushed with nitrogen
2. 2
   أخرىthe triethylamine then removed under vacuum
3. 3
   أخرىThe residue was purified by flash chromatography (silica; hexanes)

الإجراء التجريبي

A stirred mixture of 3.05 g (14. 31 mmol) of 4-tert-butyl-bromobenzene (Compound 20), 1.41 g (14.39 mmol) of trimethylsilylacetylene (Compound 16), 139 mg (0.13 mmol) of cuprous iodide, 293 mg (0.42 mmol) of bis(triphenyophosphine) palladium (II) chloride and 3 ml of triethylamine was flushed with nitrogen and then heated under nitrogen at 65-70 degrees C. for 20 hours. The reaction mixture was stirred at room temperature for a further 4 hours and the triethylamine then removed under vacuum. The residue was purified by flash chromatography (silica; hexanes) to give the title compound as a colorless oil. PMR (CDCl3): & 0.26 (9H, s), 1.31 (9H, s), 7.32 (2H, d, J~8.2 Hz), 7.42 (2H, d, J~8.2 HZ).

المصدر