Isopropyl iodide → HCID 20192689, compound

HRID 628535Notes

Reaction equation

HRID 628535 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH3:11].[CH:12](I)([CH3:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH:12]([O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH3:11])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 701354'-Hydroxy-3'-methylacetophenone

Product 1

HCID 20192689HCID 20192689, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1-(4-hydroxy-3-methyl-phenyl)-ethanone 10 g, isopropyl iodide 13.6 g, potassium carbonate 18.4 g and acetone 250 ml was stirred with heating under reflux for twelve hours. The reaction mixture was filtered and the resulting filtrate was concentrated under reduced pressure, and the resulting residue was subjected to a silica gel column chromatography to give 1-(4-isopropoxy-3-methyl-phenyl)-ethanone 9.5 g.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for twelve hours
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe resulting filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a02935481e684a87af19965a7004d624
Source dataset
uspto-grants-2016_04
Patent number
US09314023B2

Reaction notes

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