2,6-BIS(TRIFLUOROMETHYL)PYRIDINE synthesis
- Product Name:2,6-BIS(TRIFLUOROMETHYL)PYRIDINE
- CAS Number:455-00-5
- Molecular formula:C7H3F6N
- Molecular Weight:215.1
626-05-1
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Yield: 92%
Reaction Conditions:
Stage #1:(trifluoromethyl)trimethylsilane with silver fluoride in N,N-dimethyl-formamide at 20; for 0.333333 h;
Stage #2: with copper in N,N-dimethyl-formamide for 4 h;
Stage #3:2,6-Dibromopyridine in N,N-dimethyl-formamide at 75; for 4 h;
Steps:
4.2.2. Method B
General procedure: To a well stirred mixture of AgF (1.27 g, 10 mmol) in 10 ml of DMF, Me3SiCF3 (1.7 g, 12 mmol) was added at room temperature. The mixture was stirred for 20 min and copper powder (1.0 g, 15 mmol) was added. After stirring for 4 h, the formation of CuCF3 was complete. The corresponding halogen containing compound (9 mmol) (in the case of 2,6-dibromopyridine, 4.5 mmol) was added and the reaction mixture was stirred under conditions surveyed in Table 1. The reaction was terminated unless signals of CuCF3 were no longer detected in the 19F NMR spectra. The mixture was filtered from the solid precipitate and poured into 50 ml of water. The organic layer was extracted with diethyl ether and dried over MgSO4. Ether was evaporated and the remainder was distilled under reduced pressure or crystallized.
References:
Kremlev, Mikhail M.;Mushta, Aleksej I.;Tyrra, Wieland;Yagupolskii, Yurii L.;Naumann, Dieter;Möller, Angela [Journal of Fluorine Chemistry,2012,vol. 133,p. 67 - 71] Location in patent:experimental part
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