تفاعل #503149

معادلة التفاعل

Tetrabutylammonium fluoride

4-Amino-5-iodo-2-trifluoromethyl-benzonitrile

triethylamine

ethynyl-trimethyl-silane

→

4-amino-5-ethynyl-2-trifluoromethyl-benzonitrile

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGwas then stirred at room temperature for 20 mins
2. 2
   أخرىThe reaction mixture was quenched by addition of H2O
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلwashed with brine
5. 5
   تجفيفdried over Na2SO4
6. 6
   تركيزconcentrated

الإجراء التجريبي

4-Amino-5-iodo-2-trifluoromethyl-benzonitrile (936 mg, 3.0 mmol), CuI (I) (57 mg, 0.3 mmol), PdCl2(PPh3)2 (105.3 mg, 0.15 mmol), triethylamine (1.01 g, 10 mmol) and ethynyl-trimethyl-silane (450 mg, 4.5 mmol) were mixed in THF (30 ml). The reaction mixture was stirred at room temperature overnight. Tetrabutylammonium fluoride (1.0 M in THF, 3.0 ml, 3.0 mmol) was added to the reaction mixture, which was then stirred at room temperature for 20 mins. The reaction mixture was quenched by addition of H2O and extracted with ethyl acetate. The organic layers were combined and washed with brine, dried over Na2SO4 and concentrated to yield crude product 4-amino-5-ethynyl-2-trifluoromethyl-benzonitrile.

المصدر