Octahydro-2H-azonin-2-one → Perhydroazonine

HRID 742954Notes

Reaction equation

HRID 742954 reaction equation
[C:1]1(=O)[NH:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[NH:9]1[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 13632Octahydro-2H-azonin-2-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 79742PerhydroazonineYield 90%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Caprylolactam (Fluka, N.Y., #21631) (25 g, 117 mmoles) is combined with lithium aluminum hydride (10.5 g) in ether and reduced with stirring for 5 hr. The reaction mixture is filtered and evaporated with ether. The product is octahydroazonin (90% yield).

Workup

  1. filtrationThe reaction mixture is filtered
  2. customevaporated with ether

Sources & evidence

ORD record
ord-7f74f44fe6f048a1a856793572bfd947
Source dataset
uspto-grants-1996_09
Patent number
US05556840

Reaction notes

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