반응 #329050

반응 방정식

N-methoxy-N-methyl-6-(trifluoromethyl)nicotinamide

cyclopropylmagnesium bromide

→

Cyclopropyl(6-(trifluoromethyl)pyridin-3-yl)methanone

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   기타overnight
3. 3
   기타The reaction was quenched with 1N HCl
4. 4
   추출the water layer was extracted with ethyl acetate
5. 5
   건조dried with MgSO4
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타to obtain a crude brown oil
9. 9
   기타The crude product was purified by silica gel column (0-60% ethyl acetate/hexane)
10. 10
    기타to obtain a pale yellow solid

실험 절차

To a stirred solution of N-methoxy-N-methyl-6-(trifluoromethyl)nicotinamide (1.00 g, 4.27 mmol) in tetrahydrofuran (30 mL) at 0° C. was added 0.5 M of cyclopropylmagnesium bromide in tetrahydrofuran (20 mL, 0.01 mol) dropwise over 15 minutes. The mixture was stirred at 0° C. for 30 minutes then at room temperature overnight. The reaction was quenched with 1N HCl. Solvent was pumped off and the water layer was extracted with ethyl acetate. Organics were combined and dried with MgSO4, filtered and concentrated to obtain a crude brown oil. The crude product was purified by silica gel column (0-60% ethyl acetate/hexane) to obtain a pale yellow solid.

출처