Methyl iodide → HCID 59715700, compound

HRID 2223467Notes

Reaction equation

HRID 2223467 reaction equation
[C:1](=[O:4])([O-])[O-].[K+].[K+].CI.[Br:9][C:10]1[CH:15]=[CH:14][C:13]([C:16](=[O:20])[CH2:17][CH2:18][CH3:19])=[C:12](O)[CH:11]=1>CC(C)=O>[Br:9][C:10]1[CH:11]=[CH:12][C:13]([C:16](=[O:20])[CH2:17][CH2:18][CH3:19])=[C:14]([O:4][CH3:1])[CH:15]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 59715687HCID 59715687, compound

Product 1

HCID 59715700HCID 59715700, compoundYield 67.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Potassium carbonate (9.07 g) and methyl iodide (3.92 ml) were added to a solution of the compound of Example B220 (13.30 g) in acetone (75 ml), and this reaction mixture was stirred while heating under reflux for 4 hours. The reaction mixture was filtered through celite, ether was added to remove insoluble material by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (9.52 g).

Workup

  1. temperaturewhile heating
  2. temperatureunder reflux for 4 hours
  3. filtrationThe reaction mixture was filtered through celite, ether
  4. additionwas added
  5. customto remove insoluble material
  6. filtrationby filtration
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f3455016de60418aa1f0f287972a23a2
Source dataset
uspto-grants-2008_05
Patent number
US07375204B2

Reaction notes

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