Butyl bromide → 3-Butylpentane-2,4-dione

HRID 1712236Notes

Reaction equation

HRID 1712236 reaction equation
[CH3:1][C:2](=[O:7])[CH2:3][C:4](=[O:6])[CH3:5].[CH2:8](Br)[CH2:9][CH2:10][CH3:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:8]([CH:3]([C:2](=[O:7])[CH3:1])[C:4](=[O:6])[CH3:5])[CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 31261Acetylacetone

Product 1

HCID 737633-Butylpentane-2,4-dioneYield 55.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2,4-pentanedione (205.4 ml, 2.0 mol), acetone (100 ml), n-butyl bromide (54 ml, 0.5 mol) and potassium carbonate (34.55 g, 0.25 mol) were put in a reaction vessel, purged with nitrogen and refluxed for 48 hours. The generated solid was filtered, and the solvent was removed using an evaporator. Unreacted 2,4-pentanedione was then removed under reduced pressure using a diaphragm. Then, vacuum distillation was then used to obtain 3-n-butyl-2,4-pentanedione (43.25 g, yield 55%).

Workup

  1. custompurged with nitrogen
  2. temperaturerefluxed for 48 hours
  3. filtrationThe generated solid was filtered
  4. customthe solvent was removed
  5. customan evaporator
  6. customwas then removed under reduced pressure
  7. distillationThen, vacuum distillation

Sources & evidence

ORD record
ord-82e7b78c0305463299b46ceb5252f8df
Source dataset
uspto-grants-2010_09
Patent number
US07791069B2

Reaction notes

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