2-Methoxy-1-(2-methoxyvinyl)naphthalene → 2-(2-Methoxynaphthalen-1-yl)acetaldehyde
Reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]=1[CH:13]=[CH:14][O:15]C>Cl.O1CCCC1.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]=1[CH2:13][CH:14]=[O:15]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 70 °C
Procedure
120 mg of 2-methoxy-1-(2-methoxyvinyl)naphthalene was dissolved in 4 ml of 2 N hydrochloric acid-tetrahydrofuran (1:1). The obtained mixture was then stirred at 70° C. for 2 hours. The reaction solution was cooled to a room temperature and then diluted with ethyl acetate. The resultant product was washed with water and a saturated sodium chloride aqueous solution. The organic layer was dried over magnesium sulfate and then concentrated under a reduced pressure, so as to obtain 115 mg of (2-methoxynaphthalen-1-yl)acetaldehyde. This compound was used in the following reaction without further purification.
Workup
- temperatureThe reaction solution was cooled to a room temperature
- washThe resultant product was washed with water
- dry with materialThe organic layer was dried over magnesium sulfate
- concentrationconcentrated under a reduced pressure
Sources & evidence
- ORD record
- ord-63a996e71cf34ababbf9e8797b41698c
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07538123B2
Reaction notes
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