Methyl iodide → HCID 14078470, compound

HRID 1030686Notes

Reaction equation

HRID 1030686 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])=[C:6]([OH:13])[CH:5]=[CH:4][C:3]=1[C:14](=[O:16])[CH3:15].[C:17](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[OH:1][C:2]1[C:7]([CH2:8][CH:9]=[C:10]([CH3:11])[CH3:12])=[C:6]([O:13][CH3:17])[CH:5]=[CH:4][C:3]=1[C:14](=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 109329712',4'-dihydroxy-3'-prenylacetophenone

Product 1

HCID 14078470HCID 14078470, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Then, 19.00 g of 2',4'-dihydroxy-3'-(3-methyl-2-butenyl)acetophenone was dissolved in 160 ml of acetone, and 14.29 g of anhydrous potassium carbonate and 6.2 ml of methyl iodide were added to the solution and the mixture was stirred at room temperature in a nitrogen current overnight. After the reaction, the solvent was removed by distillation and the obtained residue was extracted with ether, the extract was washed with water, dried with anhydrous sodium sulfate, and filtered. The solvent was removed from the filtrate by distillation to obtain 20.02 g (yield=99.1%) of 2'-hydroxy-4'-methoxy-3'-(3-methyl-2-butenyl)acetophenone in the form of a colorless oil.

Workup

  1. customAfter the reaction
  2. customthe solvent was removed by distillation
  3. extractionthe obtained residue was extracted with ether
  4. washthe extract was washed with water
  5. dry with materialdried with anhydrous sodium sulfate
  6. filtrationfiltered
  7. customThe solvent was removed from the filtrate by distillation

Sources & evidence

ORD record
ord-7d30c1bb3b5f4ffd95e49155f7371788
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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