Benzaldehyde → HCID 22145524, compound

HRID 52756Notes

Reaction equation

HRID 52756 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]([CH2:15][CH3:16])([CH3:14])[CH3:13])[C:7]=1[OH:17])([CH2:4][CH3:5])([CH3:3])[CH3:2].[CH:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.N1CCCCC1>CCCCCCC>[C:1]([C:6]1[C:7](=[O:17])[C:8]([C:12]([CH2:15][CH3:16])([CH3:14])[CH3:13])=[CH:9][C:10](=[CH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:11]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 8082PiperidineHCID 144965062,6-Di-tert-pentylphenol

Product 1

HCID 22145524HCID 22145524, compoundYield 41.7%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

6.0 g (0.026 Mol) of 2,6-di-tert-amylphenol, 2.75 g (0.026 mol) of benzaldehyde and 4.37 g (0.05 1 mol) of piperidine are refluxed under nitrogen in 50 ml of heptane on a Dean-Stark trap for 24 hours. The solution is then evaporated in vacuo and the residue chromatographed twice on silica gel with hexane and then with hexane:ethyl acetate (9:1 ) to give 3.5 g of the title compound as a thick yellow oil.

Workup

  1. customThe solution is then evaporated in vacuo
  2. customthe residue chromatographed twice on silica gel with hexane

Sources & evidence

ORD record
ord-1a929983acdb4b87b1cc53b799908330
Source dataset
uspto-grants-1997_04
Patent number
US05616774

Reaction notes

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