Benzaldehyde → 1,2-Diphenyl-4-methyl-1-penten-3-one

HRID 343070Notes

Reaction equation

HRID 343070 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][CH:10]([CH3:20])[C:11](=[O:19])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.N1CCCCC1.O>C1C=CC=CC=1>[C:2]1([CH:1]=[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:11](=[O:19])[CH:10]([CH3:20])[CH3:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 962WaterHCID 8082PiperidineHCID 76163Benzyl isopropyl ketone

Product 1

HCID 545020581,2-Diphenyl-4-methyl-1-penten-3-one

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of benzaldehyde (6.5g, 0.0617 mole), 3-methyl-1-phenyl-2-butanone (10 g, 0.0617 mole) and piperidine (0.2 g) in benzene (50 ml) was heated to reflux for 20 hours. Water formed during the reaction was removed (azeotrope) by the use of a Dean-Stark trap. The reaction was concentrated to an oil, and the product was purified by silica gel chromatography.

Workup

  1. temperatureto reflux for 20 hours
  2. customwas removed (azeotrope) by the use of a Dean-Stark trap
  3. concentrationThe reaction was concentrated to an oil
  4. customthe product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-cd5f20f4fc244376a4ba652a1f500032
Source dataset
uspto-grants-1999_01
Patent number
US05859257

Reaction notes

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