2,5-Dibenzyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione → 2,5-Dibenzyl-2,5-diazabicyclo[2.2.2]octane

HRID 268226Notes

Reaction equation

HRID 268226 reaction equation
[CH2:1]([N:8]1[C:13](=O)[CH:12]2[CH2:15][CH2:16][CH:9]1[C:10](=O)[N:11]2[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1C2CCC1CN(C)C2)C1C=CC=CC=1>>[CH2:1]([N:8]1[CH2:13][CH:12]2[CH2:15][CH2:16][CH:9]1[CH2:10][N:11]2[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 215454902,5-Dibenzyl-2,5-diazabicyclo[2.2.2]octane-3,6-dioneHCID 215455078-Benzyl-3-methyl-3,8-diazabicyclo[3.2.1]octane

Product 1

HCID 215454952,5-Dibenzyl-2,5-diazabicyclo[2.2.2]octaneYield 88.2%

Procedure

Reduction of 6.1 g (0.019 mole) of 2,5-dibenzyl-2,5-diazabicyclo[2.2.2]octane-3,6-dione by the procedure employed to prepare 8-benzyl-3-methyl-3,8-diazabicyclo[3.2.1]octane as related under Example 5 gave 4.9 g (88%) of 2,5-dibenzyl-2,5-diazabicyclo[2.2.2]octane as a colorless oil.

Sources & evidence

ORD record
ord-05156878f65f4ecd98fbd8f0d1dbbed2
Source dataset
uspto-grants-1976_03
Patent number
US03947445

Reaction notes

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