Hydrochloric Acid → 2-Isopropyl-3-methoxy-cyclohex-3-enone
Reaction equation
[CH:1]([CH:4]1[C:9]([O:10][CH3:11])=[CH:8][CH2:7][CH:6]=[C:5]1[O:12]C)([CH3:3])[CH3:2].Cl>CO>[CH:1]([CH:4]1[C:9]([O:10][CH3:11])=[CH:8][CH2:7][CH2:6][C:5]1=[O:12])([CH3:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 6-isopropyl-1,5dimethoxy-cyclohexa-1,4-diene (7 g) in methanol (50 mL) was added 2.5% hydrochloric acid (10 mL) drop wise at 0° C. The reaction mixture was stirred for 45 minutes, then diluted with ice-cold water (30 mL). The product was extracted with ether (3×70 mL). The combined organic extracts were washed with brine and dried over anhydrous sodium sulfate. Removal of the solvent in vacuo yielded the title compound as a light yellow oil (6 g, 93%).
Workup
- extractionThe product was extracted with ether (3×70 mL)
- washThe combined organic extracts were washed with brine
- dry with materialdried over anhydrous sodium sulfate
- customRemoval of the solvent in vacuo
Sources & evidence
- ORD record
- ord-5ec5f94d3bf943ea9ec627ac9b948ce4
- Source dataset
- uspto-grants-2006_01
- Patent number
- US06982260B1
Reaction notes
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