반응 #46227

반응 방정식

2,6-Dichloro-3-(trifluoromethyl)pyridine

ammonia

→

6-chloro-5-(trifluoromethyl)pyridin-2-amine

수율 46.0%

반응 조건

후처리

1. 1
   온도The reaction was cooled to rt
2. 2
   추출extracted with EtOAc (100 mL×3)
3. 3
   건조The combined organic extracts were dried over anhydrous Na2SO4
4. 4
   기타evaporated under vacuum
5. 5
   기타to give the crude product, which
6. 6
   기타was purified by column chromatography on silica gel (2-20% EtOAc in petroleum ether as eluant)

실험 절차

2,6-Dichloro-3-(trifluoromethyl)pyridine (5.00 g, 23.2 mmol) and 28% aqueous ammonia (150 mL) were placed in a 250 mL autoclave. The mixture was heated at 93° C. for 21 h. The reaction was cooled to rt and extracted with EtOAc (100 mL×3). The combined organic extracts were dried over anhydrous Na2SO4 and evaporated under vacuum to give the crude product, which was purified by column chromatography on silica gel (2-20% EtOAc in petroleum ether as eluant) to give 6-chloro-5-(trifluoromethyl)pyridin-2-amine (2.1 g, 46% yield). 1H NMR (400 MHz, DMSO-d6) δ 7.69 (d, J=8.4 Hz, 1H), 7.13 (br s, 2H), 6.43 (d, J=8.4 Hz, 1H). MS (ESI) m/z (M+H)+ 197.2

출처