Reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[C:12](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[CH3:12][C:3]1([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:4][CH2:5][CH2:6][C:2]1=[O:1]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Under vigorously agitation, 20.3 g of ethyl 2-oxocyclopentane carboxylate was added to 53.8 g of fine powdery anhydrous potassium carbonate, and after stirring for several minutes, to the mixture was added 90 ml of acetone. The reaction mixture was further stirred for 15 to 30 minutes at room temperature, then to the mixture was dropwise added 36.9 g of methyl iodide. Upon the completion of the addition, the reaction mixture was heated for reflux for 1 hour. The solvent was removed under reduced pressure, and the solid residue was washed with diethyl ether. The washing liquor was collected and washed with water. After removing the solvent, 22.0 g of pale yellow liquid was obtained. The liquid was distilled under reduced pressure, and 20.9 g of colorless liquid as a distillate cut of 131-133° C./39 mmHg was collected. Yield: 94.6%.
Workup
- stirringThe reaction mixture was further stirred for 15 to 30 minutes at room temperature
- additionUpon the completion of the addition
- temperaturethe reaction mixture was heated
- temperaturefor reflux for 1 hour
- customThe solvent was removed under reduced pressure
- washthe solid residue was washed with diethyl ether
- customThe washing liquor was collected
- washwashed with water
- customAfter removing the solvent
Sources & evidence
- ORD record
- ord-2e8967f0cb8b4592809b590ce6d184a7
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07388103B2
Linked notes
Loading…