Acetic Acid → 1-(4-Fluorophenyl)-4-methyl-2-phenyl-penten-3-one

HRID 1086822Notes

Reaction equation

HRID 1086822 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH:10]([C:13]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14])([CH3:12])[CH3:11].N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1.O>[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:13](=[O:14])[CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 680234-FluorobenzaldehydeHCID 76163Benzyl isopropyl ketone

Product 1

HCID 544349341-(4-Fluorophenyl)-4-methyl-2-phenyl-penten-3-one

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

31 g (0.25 mol) of 4-fluorobenzaldehyde, 40.6 g (0.25 mol) of benzyl isopropyl ketone, 2.5 ml of piperidine and 1.75 ml of glacial acetic acid are boiled in a water separator for 20 hours in 200 ml of toluene. After removing the solvent, the residue is distilled through a 20 cm Vigreux column.

Workup

  1. customAfter removing the solvent
  2. distillationthe residue is distilled through a 20 cm Vigreux column

Sources & evidence

ORD record
ord-7c45f599838b430a8fafa05f8c060ffc
Source dataset
uspto-grants-1991_07
Patent number
US05032590

Reaction notes

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