Methyl iodide → Ethyl 3-(furan-2-yl)-2-methyl-3-oxopropanoate

HRID 1160135Notes

Reaction equation

HRID 1160135 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:13])[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].IC.[C:16](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:11]([O:10][C:8](=[O:9])[CH:7]([CH3:16])[C:6]([C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 6328Methyl iodide2×HCID 11430Potassium Carbonate2×HCID 2759240Ethyl 3-(fur-2-yl)-3-oxopropanoate

Product 1

HCID 12143105Ethyl 3-(furan-2-yl)-2-methyl-3-oxopropanoate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a flask were placed ethyl 3-(2-furyl)-3-oxopropanoate (0.5 g), iodomethane (0.14 ml), finely ground potassium carbonate (0.75 g) and acetone (5 ml). The mixture was stirred at reflux for 2 h. A further portion of iodomethane (0.9 mmol, 0.056 ml) and potassium carbonate (0.9 mmol, 0.12 g) were added and the mixture stirred at reflux for 1 h. The reaction mixture was filtered and concentrated under vacuum. Yield (0.5 g, 93%).

Workup

  1. customIn a flask were placed
  2. temperatureat reflux for 2 h
  3. stirringthe mixture stirred
  4. temperatureat reflux for 1 h
  5. filtrationThe reaction mixture was filtered
  6. concentrationconcentrated under vacuum
  7. customYield (0.5 g, 93%)

Sources & evidence

ORD record
ord-1b0933e1082c4d43b62ec521960b72fb
Source dataset
uspto-grants-2010_10
Patent number
US07816361B2

Reaction notes

Loading…