4-Azatricyclo[4.3.1.13,8]undecan-5-one → 4-Azatricyclo[4.3.1.13,8]undecane

HRID 637605Notes

Reaction equation

HRID 637605 reaction equation
[CH:1]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:3]([NH:4][C:5]3=O)[CH2:2]1)[CH2:9]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[CH:1]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:3]([NH:4][CH2:5]3)[CH2:2]1)[CH2:9]2

Participants

4

Reactant 2

HCID 2866474-Azatricyclo[4.3.1.13,8]undecan-5-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 322724-Azatricyclo[4.3.1.13,8]undecane

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4-Azatricyclo[4.3.1.13,8 ]undecan-5-one, 2.45 grams (14 mmol), was added to a suspension of lithium aluminum hydride (2.12 grams, 56 mmol) in 200 ml of anhydrous ether. The mixture was refluxed for 6 hours then worked up to give compound 3 as a white solid material recrystallized from hexane (melting point 290° C.).

Workup

  1. temperatureThe mixture was refluxed for 6 hours

Sources & evidence

ORD record
ord-1499c4e9123a4684905b6ea4d16b8a48
Source dataset
uspto-grants-1985_12
Patent number
US04557865

Reaction notes

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