2,4-Dichlorobenzaldehyde → HCID 68802809, compound

HRID 1982935Notes

Reaction equation

HRID 1982935 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([CH3:11])=[O:10])=[CH:4][CH:3]=1.[Cl:12][C:13]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:14]=1[CH:15]=O>C1C=CC=CC=1.N1CCCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[CH:15][C:14]2[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:13]=2[Cl:12])[C:9](=[O:10])[CH3:11])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 134042,4-DichlorobenzaldehydeHCID 7363321-(4-Bromophenyl)propan-2-one

Product 1

HCID 68802809HCID 68802809, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 241BenzeneSolvent

Procedure

A mixture of 15.9 g of 1-(4-bromophenyl)acetone, 13 g of 2,4-dichlorobenzaldehyde and 0.5 g of piperidine in 300 ml of benzene is heated under reflux for 18 hours, removing the water that forms by means of a Dean Stark. 0.3 g of piperidine is added, and it is refluxed for a further 24 hours. The reaction mixture is concentrated under vacuum, obtaining 27 g of the expected compound in the form of oil.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 18 hours
  3. customremoving the water that forms by means of a Dean Stark
  4. addition0.3 g of piperidine is added
  5. temperatureit is refluxed for a further 24 hours
  6. concentrationThe reaction mixture is concentrated under vacuum

Sources & evidence

ORD record
ord-26440c41d688488b8bf6a244deb56f0f
Source dataset
uspto-grants-2009_06
Patent number
US07541361B2

Reaction notes

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