Methyl iodide → Methyl 2-methyl-3-oxopentanoate
Reaction equation
[O:1]=[C:2]([CH2:8][CH3:9])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[C:10](=O)([O-])[O-].[K+].[K+].IC>O1CCCC1>[CH3:10][CH:3]([C:2](=[O:1])[CH2:8][CH3:9])[C:4]([O:6][CH3:7])=[O:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Methyl 3-oxopentanoate (6.27 ml, 50 mmol) in tetrahydrofuran (100 ml) and potassium carbonate (20.73 g, 150 mmol) was heated at reflux under argon for 3 hours, reaction mixture was cooled in an ice bath and and iodomethane (3.75 ml, 60.0 mmol) was added dropwsie. The reaction mixture was stirred at 0° C. for 6 hours, and allowed to warm to room temperature while stirring overnight. The reaction mixture was filtered through a celite and the filtrate was evaporated under reduced pressure to give the title compound as an oil (7.2 g);
Workup
- temperatureat reflux under argon for 3 hours
- customreaction mixture
- temperaturewas cooled in an ice bath
- temperatureto warm to room temperature
- stirringwhile stirring overnight
- filtrationThe reaction mixture was filtered through a celite
- customthe filtrate was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-8b7c606500d1481c89270802f8f8ae1b
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08796283B2
Reaction notes
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