反応 #430080

反応方程式

sodium bicarbonate

sulfuric acid

trifluoroacetic anhydride

(S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-1,4-dihydro-pyridine

→

title compound

(S)-7-[(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1,2,6,7,8,12b-hexahydro-6-oxopyrido[2,1-a][2]benzazepine

溶媒

ethyl acetate hexane

ethyl acetate hexane

反応条件

後処理

1. 1
   workup.ADDITIONpour the reaction mixture
2. 2
   抽出Extract with ethyl acetate
3. 3
   ろ過filter through a plug of silica gel
4. 4
   洗浄Rinse the silica gel with dichloromethane
5. 5
   その他Evaporate the filtrate in vacuo
6. 6
   その他to give a residue

実験手順

Combine sulfuric acid (3.0 mL, 96%) and trifluoroacetic anhydride (300 mL). Add (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-1,4-dihydro-pyridine (1.0 mmol). After 30 minutes, pour the reaction mixture into mixture of saturated aqueous sodium bicarbonate and ice. Extract with ethyl acetate and then with methylene chloride. Combine the organic layers and filter through a plug of silica gel. Rinse the silica gel with dichloromethane. Evaporate the filtrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting sequentially with 10% ethyl acetate/hexane and then 25% ethyl acetate/hexane to give the title compound.

出典