Methyl iodide → Methyl 2-methyl-3-oxononanoate

HRID 1357180Notes

Reaction equation

HRID 1357180 reaction equation
[C:1]([O-])([O-])=O.[K+].[K+].[O:7]=[C:8]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:9][C:10]([O:12][CH3:13])=[O:11].CI>CC(C)=O>[CH3:1][CH:9]([C:8](=[O:7])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:10]([O:12][CH3:13])=[O:11]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 538245Methyl 3-oxononanoate

Product 1

HCID 12082880Methyl 2-methyl-3-oxononanoate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

K2CO3 (2.67 g) was added to a solution of methyl 3-oxononanoate (3.01 g) and methyl iodide (2.77 g) in acetone (100 ml) and the mixture was stirred at room temperature for 24 hours. The reaction solution was celite filtered, and then the mother liquor was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (n-hexane/AcOEt=13/1) to obtain methyl 2-methyl-3-oxononanoate.

Workup

  1. filtrationfiltered
  2. concentrationthe mother liquor was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (n-hexane/AcOEt=13/1)

Sources & evidence

ORD record
ord-161a2908a43b4e00b8305937ea0114e8
Source dataset
uspto-grants-2003_07
Patent number
US06589984B1

Reaction notes

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