반응 #443155
ord-e7d4f75550c041269b4deeaf859b8d30
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반응 조건
후처리
- 1workup.STIRRINGAfter stirring for 20 minutes
- 2추출The chloroform layer was extracted
- 3농축concentrated
- 4workup.ADDITIONTo the concentrate were added 20 ml of toluene
- 5온도by heating
- 6온도under reflux for 1 hour
- 7workup.ADDITIONUpon addition of 100 ml of ethyl acetate
- 8세척the reaction product was washed with saturated brine
- 9건조dried over anhydrous sodium sulfate
- 10기타The solvent was evaporated
- 11workup.DISSOLUTIONthe residue was dissolved into a mixed solvent of 20 ml of ethanol, 20 ml of dioxane, and 0.2 ml of acetic acid
- 12workup.ADDITIONThe mixture was catalytically hydrogenated with the addition of 200 mg of platinum oxide
- 13기타The catalyst was removed
- 14농축the filtrate was concentrated
- 15workup.ADDITIONether was added to the concentrate
실험 절차
The compound obtained in (5) above (1 gm) was dissolved into 20 ml of ethanol. To the solution was added 166 mg of sodium borohydride while stirring at room temperature. After stirring for 20 minutes, chloroform and 10% citric acid were added to the reaction mixture. The chloroform layer was extracted and concentrated. To the concentrate were added 20 ml of toluene and a small amount of p-TsOH, followed by heating under reflux for 1 hour. Upon addition of 100 ml of ethyl acetate, the reaction product was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was dissolved into a mixed solvent of 20 ml of ethanol, 20 ml of dioxane, and 0.2 ml of acetic acid. The mixture was catalytically hydrogenated with the addition of 200 mg of platinum oxide. The catalyst was removed, the filtrate was concentrated, and ether was added to the concentrate. 0.8 gm of the title compound was obtained by collecting the precipitate by filtration.