Allyl bromide → HCID 13507945, compound

HRID 1981915Notes

Reaction equation

HRID 1981915 reaction equation
[OH:1][CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[CH2:12](Br)[CH:13]=[CH2:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.[I-].[K+]>[CH2:14]([O:1][CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4])[CH:13]=[CH2:12]

Participants

6

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 1011212-Hydroxy-1-phenyl-1-propanone

Product 1

HCID 13507945HCID 13507945, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 4875Potassium IodideCatalystHCID 180AcetoneSolvent

Procedure

A mixture of 225 grams of 2-hydroxypropiophenone, 247 grams of allyl bromide, 415 grams of potassium carbonate and 5 grams of potassium iodide is heated to reflux for twenty four hours in 1 liter of acetone. After cooled, insoluble matters are removed by filtration, the filtrate is concentrated, the residue is dissolved in benzene, and the solution is washed with 10% sodium hydroxide solution. After washing with water, the solution is dried with anhydrous magnesium sulfate and benzene is evaporated therefrom. The resulting oil is distilled in vacuo to give 266 grams of 2-allyloxypropiophenone, colorless oil, b.p. 120° to 124° C.

Workup

  1. temperatureis heated
  2. temperatureAfter cooled
  3. custominsoluble matters are removed by filtration
  4. concentrationthe filtrate is concentrated
  5. dissolutionthe residue is dissolved in benzene
  6. washthe solution is washed with 10% sodium hydroxide solution
  7. washAfter washing with water
  8. dry with materialthe solution is dried with anhydrous magnesium sulfate and benzene
  9. customis evaporated
  10. distillationThe resulting oil is distilled in vacuo

Sources & evidence

ORD record
ord-afb3374f020b4e32a369612d0db4bd1a
Source dataset
uspto-grants-1986_06
Patent number
US04594345

Reaction notes

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