Potassium Carbonate → 1-(2,4,4-Trimethylpentan-2-yl)piperidin-4-one
Reaction equation
[C:1]([NH2:9])([CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[I-].C([N+]1(C)[CH2:29][CH2:28][C:27](=[O:30])[CH2:26][CH2:25]1)C1C=CC=CC=1>C(O)C>[CH3:2][C:1]([N:9]1[CH2:29][CH2:28][C:27](=[O:30])[CH2:26][CH2:25]1)([CH3:3])[CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To 1.20 ml of tert-octylamine, 10 ml of ethanol, 10 ml of an aqueous solution containing 580 mg of potassium carbonate and 3.31 g of 1-benzyl-1-methyl-4-oxopiperidinium iodide were successively added, followed by 2 hours' heating at 100° C. under stirring. The reaction liquid was cooled to room temperature, from which ethanol was distilled off under reduced pressure and the formed solution was diluted with water, followed by extraction with chloroform. The chloroform extract was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (hexane/ethyl acetate=5/1) to provide 500 mg of the title compound as a colorless oily substance.
Workup
- additionwere successively added
- customThe reaction liquid
- distillationwas distilled off under reduced pressure
- additionthe formed solution was diluted with water
- extractionfollowed by extraction with chloroform
- extractionThe chloroform extract
- dry with materialwas dried over anhydrous magnesium sulfate
- distillationthe solvent was distilled off
- customThe residue was separated
- custompurified on silica gel column chromatography (hexane/ethyl acetate=5/1)
Sources & evidence
- ORD record
- ord-77337685a82b460baee04733164362a1
- Source dataset
- uspto-grants-2009_07
- Patent number
- US07557117B2
Reaction notes
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