反応 #3772

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 a 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