反応 #1260885

反応方程式

sodium hydrogen carbonate

4-[(6S,7S)-7-(tert-butyldimethylsilyloxy)-6-methyl-4-oxo-5-azaspiro[2.4]hept-5-yl]-2-(trifluoromethyl)benzonitrile

methanol

hydrochloric acid

→

title compound

収率 67.4%

4-[(6S,7S)-7-hydroxy-6-methyl-4-oxo-5-azaspiro[2.4]hept-5-yl]-2-(trifluoromethyl)benzonitrile

収率 67.4%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   抽出the mixture was extracted with ethyl acetate
2. 2
   乾燥The extract was dried over anhydrous magnesium sulfate
3. 3
   濃縮concentrated under reduced pressure
4. 4
   その他The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=30/1→1/3)

実験手順

To a solution of 4-[(6S,7S)-7-(tert-butyldimethylsilyloxy)-6-methyl-4-oxo-5-azaspiro[2.4]hept-5-yl]-2-(trifluoromethyl)benzonitrile (309.4 mg) in tetrahydrofuran (3 mL)-methanol (3 mL) was added 6 mol/L hydrochloric acid (3 mL), and the mixture was stirred at room temperature for 18 hr. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=30/1→1/3) to give the title compound as a colorless solid (yield: 152.3 mg, 67%).

出典