반응 #732142

반응 방정식

3-(3-trifluoromethoxyphenoxy)aniline

3-(1,1,2,2-tetrafluoroethoxy)benzaldehyde

sodium triacetoxyborohydride

acetic acid

→

[3-(3-trifluoromethoxy-phenoxy)phenyl][[3-(1,1,2,2-tetrafluoroethoxy)phenyl]methyl]amine

수율 165.6%

(2R)-3-[[3-(3-trifluoromethoxyphenoxy)phenyl][[3-(1,1,2,2-tetrafluoroethoxy)phenyl]methyl]amino]-1,1,1-trifluoro-2-propanol

수율 165.6%

용매

dichloroethane

반응 조건

후처리

1. 1
   기타then quenched with saturated aqueous sodium bicarbonate
2. 2
   추출extracted with methylene chloride
3. 3
   건조The organic layer was dried over MgSO4
4. 4
   농축concentrated in vacuo

실험 절차

EX-19C) To a solution of 3-(3-trifluoromethoxyphenoxy)aniline (1.0 g, 3.7 mmol) from EX-19B and 3-(1,1,2,2-tetrafluoroethoxy)benzaldehyde (0.83 g, 3.7 mmol) in 18.5 mL of dichloroethane was added sodium triacetoxyborohydride (1.0 g, 4.7 mmol) and glacial acetic acid (0.25 mL, 4.3 mmol). The reaction mixture was stirred at room temperature overnight then quenched with saturated aqueous sodium bicarbonate and extracted with methylene chloride. The organic layer was dried over MgSO4 and concentrated in vacuo to give 1.8 g (100%) of the desired [3-(3-trifluoromethoxy-phenoxy)phenyl][[3-(1,1,2,2-tetrafluoroethoxy)phenyl]methyl]amine product as a yellow oil, which was greater than 90% pure by reverse phase HPLC analysis. HRMS calcd. for C22H16F7NO3: 476.1097 [M+H]+, found: 476.1069. This material was carried on to the next step without further purification.

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