Water → Ethyl cyclobut-1-ene-1-carboxylate
Reaction equation
[C:1]1([C:5]([OH:7])=[O:6])[CH2:4][CH2:3][CH:2]=1.[CH2:8](I)[CH3:9].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:8]([O:6][C:5]([C:1]1[CH2:4][CH2:3][CH:2]=1)=[O:7])[CH3:9]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3.2425 g (33.09 mmol) of 1-cyclobutenecarboxylic acid in 60 ml of dimethylformamide were added 12 ml (150 mmol) of ethyl iodide and 5.53 g (40 mmoL) of potassium carbonate, followed by 20 hours of stirring at room temperature. The reaction solution was poured into water and extracted with ether. The organic layer was washed with water and saturated brine and then dried over anhydrous sodium sulfate. By evaporating the solvent, 4.5267 g of the title compound was obtained as a mixture with ethyl iodide and ether.
Workup
- extractionextracted with ether
- washThe organic layer was washed with water and saturated brine
- dry with materialdried over anhydrous sodium sulfate
- customBy evaporating the solvent
Sources & evidence
- ORD record
- ord-1b2f6fa95d1f4c8387d29fba12d691d0
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05849757
Reaction notes
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