Benzaldehyde → HCID 54548584, compound

HRID 862131Notes

Reaction equation

HRID 862131 reaction equation
[CH2:1]([C:4]12[CH2:11][CH2:10][N:7]([CH2:8][CH2:9]1)[CH2:6][C:5]2=[O:12])[CH:2]=[CH2:3].[CH:13](=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[OH-].[Na+]>C(O)C>[CH2:1]([C:4]12[CH2:9][CH2:8][N:7]([CH2:10][CH2:11]1)[C:6](=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:5]2=[O:12])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 22097559HCID 22097559, compound2×

Product 1

HCID 54548584HCID 54548584, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Allyl-1-azabicyclo[2.2.2]octan-3-one, 57 (17.66 g, 107 mmol), benzaldehyde (12.49 g, 117 mmol) and sodium hydroxide (0.46 g, 11.5 mmol) were dissolved in 80 ml of ethanol, and the resultant mixture was heated at reflux for 1 hour. After the mixture was cooled down, yellow solids were collected to provide 4-allyl-2-benzylidene-1-azabicyclo[2.2.2]octane-3-one (26.66 g, 98%).

Workup

  1. temperatureat reflux for 1 hour
  2. temperatureAfter the mixture was cooled down
  3. customyellow solids were collected

Sources & evidence

ORD record
ord-4073c6e1930f4eb4a4a0581413d5595d
Source dataset
uspto-grants-1998_02
Patent number
US05716965

Reaction notes

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