Octahydroindolizin-7-one → Octahydro-7-indolizinol

HRID 1923409Notes

Reaction equation

HRID 1923409 reaction equation
[N:1]12[CH2:9][CH2:8][CH2:7][CH:6]1[CH2:5][C:4](=[O:10])[CH2:3][CH2:2]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[N:1]12[CH2:9][CH2:8][CH2:7][CH:6]1[CH2:5][CH:4]([OH:10])[CH2:3][CH2:2]2

Participants

4

Reactant 2

HCID 11240524Octahydroindolizin-7-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 22056626Octahydro-7-indolizinolYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Azabicyclo[4,3,0]nonan-4-one (1.0 g, 0.0072 moles) (King, F. D., J. Chem. Soc. Perkin. Trans. 1, (1986) 447) in tetrahydrofuran (50 ml) was treated with lithium aluminium hydride (0.7 g. 0.0185 moles) at ambient temperature for 18 hours. Work up in the usual way gave the title compound 1.0 g (100%). M.S. (+ve ion electrospray) m/z 142 (MH+, 95%).

Sources & evidence

ORD record
ord-558aaea73c26472c9d6082432c209c0e
Source dataset
uspto-grants-2012_05
Patent number
USRE043390E1

Reaction notes

Loading…