Sodium Hydroxide → 8-Hydroxy-5,6,7,8-tetrahydroquinoline
Reaction equation
C([O:4][CH:5]1[C:14]2[N:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH2:8][CH2:7][CH2:6]1)(=O)C.[OH-].[Na+]>CO.O>[OH:4][CH:5]1[C:14]2[N:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH2:8][CH2:7][CH2:6]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To 10 g of 8-acetoxy-5,6,7,8-tetrahydroquinoline in 30 mL of methanol was added 30 mL of 30% sodium hydroxide in water. The mixture was heated to reflux for 2 min and the methanol was removed in vacuo. The residual organic product was extracted with chloroform. The chloroform extracts were dried over sodium sulfate and evaporation of the solvent gave 8 g of product as an oil, characterized by its NMR.
Workup
- temperatureThe mixture was heated
- temperatureto reflux for 2 min
- customthe methanol was removed in vacuo
- extractionThe residual organic product was extracted with chloroform
- dry with materialThe chloroform extracts were dried over sodium sulfate and evaporation of the solvent
Sources & evidence
- ORD record
- ord-23260d0c33794672ac69d32284680e56
- Source dataset
- uspto-grants-1997_02
- Patent number
- US05606054
Reaction notes
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