Sodium Chloride → 2-Ethyl-4-hydroxy-3-methylcyclopent-2-en-1-one
Reaction equation
[CH3:1][C:2]1([O:12]C)[C:6]([CH2:7][CH3:8])=[C:5]([CH3:9])[CH:4]([O:10]C)O1.O1CCCC1.[Cl-].[Na+]>O>[CH3:9][C:5]1[CH:4]([OH:10])[CH2:1][C:2](=[O:12])[C:6]=1[CH2:7][CH3:8]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2,4-Dimethyl-3-ethyl-2,5-dimethoxy-2,5-dihydrofuran (9.3 g) was added to a mixture of 100 ml of a buffer solution (pH 5; prepared from potassium hydrogen phthalate and sodium hydrogen carbonate) and tetrahydrofuran (50 ml), and the mixture was refluxed for 1 hour. The reaction solution was poured into water, saturated with sodium chloride and extracted three times with ethyl acetate. The ethyl acetate layer was concentrated, and the residue was distilled to obtain 4.3 g of 2-methyl-3-ethyl-cyclopent-2-en-4-on-1-ol.
Workup
- temperaturethe mixture was refluxed for 1 hour
- extractionextracted three times with ethyl acetate
- concentrationThe ethyl acetate layer was concentrated
- distillationthe residue was distilled
Sources & evidence
- ORD record
- ord-75fc78cc14cf4bab81760dcb3c3a2fe1
- Source dataset
- uspto-grants-1981_08
- Patent number
- US04282372
Reaction notes
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