반응 #167493

반응 방정식

4,4′-dimethoxytrityl chloride

acetonitrile

piperidine

→

title compound

수율 85.0%

1-[[bis(4-methoxyphenyl)phenyl]methyl]piperidine

수율 85.0%

용매

n-hexane

반응 조건

후처리

1. 1
   온도The mixture was refluxed for 1 hour
2. 2
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
3. 3
   workup.ADDITIONA saturated aqueous solution of sodium hydrogen carbonate (Wako Pure Chemical Industries, Ltd.) was added to the concentrated residue, and mixture
4. 4
   추출was extracted with ethyl acetate (Wako Pure Chemical Industries, Ltd.)
5. 5
   세척The organic layer was washed with water and brine
6. 6
   건조After that, the organic layer was dried with anhydrous sodium sulfate (Wako Pure Chemical Industries, Ltd.)
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

실험 절차

4,4′-dimethoxytrityl chloride (0.83 g, 2.45 mmol) (Tokyo Chemical Industry Co., Ltd.) was dissolved in acetonitrile (15 mL) (Wako Pure Chemical Industries, Ltd.), and piperidine (1.24 g, 14.6 mmol) (Wako Pure Chemical Industries, Ltd.) was added thereto. The mixture was refluxed for 1 hour, and the solvent was distilled off under reduced pressure. A saturated aqueous solution of sodium hydrogen carbonate (Wako Pure Chemical Industries, Ltd.) was added to the concentrated residue, and mixture was extracted with ethyl acetate (Wako Pure Chemical Industries, Ltd.). The organic layer was washed with water and brine. After that, the organic layer was dried with anhydrous sodium sulfate (Wako Pure Chemical Industries, Ltd.), and the solvent was distilled off under reduced pressure. The residue was subjected to alumina column chromatography (n-hexane (Wako Pure Chemical Industries, Ltd.)→chloroform (Wako Pure Chemical Industries, Ltd.):n-hexane (Wako Pure Chemical Industries, Ltd.)=1:4 as an eluent), to thereby obtain the title compound (0.81 g, 85% yield).

출처