HCID 68008741, compound → 4-{2-[4-(Dibutylamino)phenyl]ethenyl}benzaldehyde

HRID 85344Notes

Reaction equation

HRID 85344 reaction equation
[CH2:1]([N:5]([CH2:22][CH2:23][CH2:24][CH3:25])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:21]=[CH:20][C:17]([CH2:18][OH:19])=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:22]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 1

HCID 68008741HCID 68008741, compound

Product 1

HCID 713628364-{2-[4-(Dibutylamino)phenyl]ethenyl}benzaldehydeYield 64.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent2×

Procedure

In 30 ml of dichloromethane was suspended 6.0 g (69.0 mmol) of active manganese dioxide. Next, 1.17 g (3.45 mmol) of 4-[2-[4-(dibutylamino)phenyl]vinyl]benzyl alcohol was dissolved in dichloromethane and added to the suspension. After stirred at room temperature for 20 hours, the suspension was filtrated and the solvent was evaporated off. The residue was purified by silica gel column, chromatography to give 0.74 g of a yellow crystal (yield: 64.1%).

Workup

  1. additionadded to the suspension
  2. filtrationthe suspension was filtrated
  3. customthe solvent was evaporated off
  4. customThe residue was purified by silica gel column, chromatography

Sources & evidence

ORD record
ord-7a2dbfd4835043ee919503c0d17b2a8b
Source dataset
uspto-grants-2014_09
Patent number
US08846955B2

Reaction notes

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