반응 #944347

반응 방정식

3-Benzyl-3,7-diazabicyclo[3.3.0]octan-2,4-dione hydrochloride

3-Benzyl-cis-3,7-diazabicyclo[3.3.0]octan-2,4-dione hydrochloride

LiAlH4

H2O

NaOH

H2O

→

sub-title compound

수율 84.1%

3-Benzyl-cis-3,7-diazabicyclo[3.3.0]octane

수율 84.1%

용매

THF

반응 조건

후처리

1. 1
   온도The reaction was slowly warmed to reflux
2. 2
   온도After refluxing for 16 h the reaction
3. 3
   기타To the cold reaction there
4. 4
   여과filtered through a pad of Celite®
5. 5
   기타to remove the inorganic salts
6. 6
   농축The filtrate was concentrated in vacuo
7. 7
   기타to afford the crude product
8. 8
   workup.DISTILLATIONKugelrohr distillation (95–115° C./66.5 Pa (0.5 mm Hg))

실험 절차

3-Benzyl-3,7-diazabicyclo[3.3.0]octan-2,4-dione hydrochloride (73.8 g, 275 mmol; from step (b) above) was added in portions to a suspension of LiAlH4 (83.5 g, 2.26 mol) in THF at 0° C. The reaction was slowly warmed to reflux. After refluxing for 16 h the reaction was cooled to 0° C. To the cold reaction there was added dropwise sequentially H2O (84 mL), 3 M NaOH (84 mL) and H2O (250 mL). The reaction was then stirred for an additional 15 minutes and filtered through a pad of Celite® to remove the inorganic salts. The filtrate was concentrated in vacuo to afford the crude product. Kugelrohr distillation (95–115° C./66.5 Pa (0.5 mm Hg)) provided 46.8 g (84%) of the sub-title compound as a colourless oil.

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