반응 #735842

반응 방정식

ethyl 4-[(1-(2-piperidino-phenyl)-1-butyl)-aminocarbonylmethyl]-benzoate

lithium aluminium hydride

sodium hydroxide

→

4-[(1-(2-Piperidino-phenyl)-1-butyl)-aminocarbonylmethyl]-benzyl alcohol

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooled to 0° C.
2. 2
   기타until a filterable precipitate formed
3. 3
   여과The mixture was filtered
4. 4
   농축The combined organic solutions were concentrated by evaporation in vacuo
5. 5
   건조The ether phase was dried
6. 6
   여과filtered
7. 7
   농축concentrated by evaporation in vacuo
8. 8
   기타The evaporation residue was purified by column chromatography on silica gel [toluene/acetone (5:1)]

실험 절차

A solution of 5.0 gm (11.83 m mol) of ethyl 4-[(1-(2-piperidino-phenyl)-1-butyl)-aminocarbonylmethyl]-benzoate in 75 ml of absolute tetrahydrofuran was added dropwise, at an internal temperature of 0° C., to a stirred suspension of 0.68 gm (17.95 m mol) of lithium aluminium hydride in 25 ml of absolute tetrahydrofuran. The mixture was stirred for 20 hours at ambient temperature and then cooled to 0° C., and 4N sodium hydroxide solution was slowly added dropwise thereto until a filterable precipitate formed. The mixture was filtered, and the precipitate was decocted several times with ether. The combined organic solutions were concentrated by evaporation in vacuo. The evaporation residue was distributed between water and ether. The ether phase was dried, filtered, and concentrated by evaporation in vacuo. The evaporation residue was purified by column chromatography on silica gel [toluene/acetone (5:1)].

출처