Methyl iodide → HCID 58784958, compound

HRID 1375096Notes

Reaction equation

HRID 1375096 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][CH:6]([C:10](=[O:12])[CH3:11])[C:7](=[O:9])[CH3:8])[CH3:2].IC.[C:16](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]([C:7](=[O:9])[CH3:8])([CH3:16])[C:10](=[O:12])[CH3:11])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 87820Ethyl 3-acetyl-4-oxopentanoate

Product 1

HCID 58784958HCID 58784958, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

48.3 g of 3-acetyl-4-oxo-pentanoic acid ethyl ester, 41 g of iodo-methane, 34 g of potassium carbonate, and 90 ml of acetone were mixed and refluxed for 9 hours. After cooling, 100 ml of petroleum ether was added, and the solid was filtered off and washed with acetone and petroleum ether. Fractional distillation yielded 33.4 g of 3-acetyl-3-methyl-4-oxo-pentanoic acid ethyl ester (boiling point: 69° C./0.02 mbar; purity: 97%; colorless).

Workup

  1. temperaturerefluxed for 9 hours
  2. temperatureAfter cooling
  3. filtrationthe solid was filtered off
  4. washwashed with acetone and petroleum ether
  5. distillationFractional distillation

Sources & evidence

ORD record
ord-b2622387df8c4ce9ac10417b9399d5c4
Source dataset
uspto-grants-2007_01
Patent number
US07166648B2

Reaction notes

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