p-Toluenesulfonic acid → 4-[(Propan-2-yl)oxy]cyclohexan-1-one
Reaction equation
[CH:1]([O:4][CH:5]1[CH2:14][CH2:13][C:8]2(OCC[O:9]2)[CH2:7][CH2:6]1)([CH3:3])[CH3:2].CC1C=CC(S(O)(=O)=O)=CC=1>C1COCC1.O>[CH:1]([O:4][CH:5]1[CH2:14][CH2:13][C:8](=[O:9])[CH2:7][CH2:6]1)([CH3:3])[CH3:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
To a stirred solution of 8-isopropoxy-1,4-dioxaspiro[4.5]decane (0.464 g, 2.317 mmol) in THF (2 mL) and water (2 mL), p-TsOH (0.080 g, 0.463 mmol) was added. The mixture was heated to 100° C. overnight. The resulting mixture was allowed to cool to room temperature and partitioned between EtOAc (30 mL) and water (30 mL). The organic phase was washed with brine (30 mL), dried over MgSO4 and filtered. The solvent was removed under reduced pressure to afford the title compound;
Workup
- temperatureto cool to room temperature
- custompartitioned between EtOAc (30 mL) and water (30 mL)
- washThe organic phase was washed with brine (30 mL)
- dry with materialdried over MgSO4
- filtrationfiltered
- customThe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-e297851284f84cc9be9f038a863f523f
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09403810B2
Reaction notes
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