반응 #78746

반응 방정식

dichloroethane

acetic acid

NaBH(OAc)3

Ethyl 3-aminobenzoate

3-(1,1,2,2-tetrafluoro-ethoxy)benzaldehyde

→

ethyl 3-[[[3-(1,1,2,2-tetrafluoroethoxy)phenyl]methyl]amino]benzoate

수율 99.9%

반응 조건

후처리

1. 1
   기타quenched with aqueous sodium bicarbonate
2. 2
   추출extracted with dichloromethane
3. 3
   세척The organic layer was washed with brine
4. 4
   건조dried over MgSO4
5. 5
   기타evaporated

실험 절차

EX-456A) Ethyl 3-aminobenzoate (6.75 mL, 0.045 mol) and 3-(1,1,2,2-tetrafluoro-ethoxy)benzaldehyde (10 g, 45 mmol) were dissolved in 100 mL. of dichloroethane and acetic acid (2.7 mL, 47 mmol), then solid NaBH(OAc)3 (14.3 g, 67 mmol) was added. The mixture was stirred at room temperature for 3 hours, then quenched with aqueous sodium bicarbonate and extracted with dichloromethane. The organic layer was washed with brine, then dried over MgSO4, and evaporated to give 16.7 g (98%) of the desired ethyl 3-[[[3-(1,1,2,2-tetrafluoroethoxy)phenyl]methyl]amino]benzoate product as a yellow oil. 1H NMR (CDCl3) δ 1.3 (t, 3H), 4.3 (q, 2H), 4.5 (s, 2H), 6.5 (tt, 1H), 6.9 (d, 1H), 7.1-7.4 (m, 7H).

출처