3-Methyl-8-acetoxy-5,6,7,8-tetrahydroquinoline → 3-Methyl-5,6,7,8-tetrahydroquinolin-8-ol
Reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([O:12]C(=O)C)[CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1>[OH-].[Na+].CO>[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([OH:12])[CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 65 °C
Procedure
4.11 Grams of 3-methyl-8-acetoxy-5,6,7,8-tetrahydroquinoline was dissolved in 15 ml of 30%-sodium hydroxide aqueous solution and 15 ml of methanol, the thus obtained mixture was stirred with heating at 65° C. for 3 hours. The solvent was removed by evaporation, and the residue thus obtained was purified by a silica gel column chromatography (eluent: n-hexane/ethyl acetate=5/1) to obtain 1.50 g of 3-methyl-8-hydroxy-5,6,7,8-tetrahydroquinoline.
Workup
- customThe solvent was removed by evaporation
- customthe residue thus obtained
- customwas purified by a silica gel column chromatography (eluent: n-hexane/ethyl acetate=5/1)
Sources & evidence
- ORD record
- ord-bb970cb87f1744d5b337b19eab1cb381
- Source dataset
- uspto-grants-1989_11
- Patent number
- US04880815
Reaction notes
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