Potassium Carbonate → 4-(4-Fluorophenyl)oxazolidin-2-one
Reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)[CH2:3][OH:4].[C:12](=O)([O-])[O-:13].[K+].[K+]>C(=O)(OCC)OCC>[F:11][C:8]1[CH:9]=[CH:10][C:5]([CH:2]2[CH2:3][O:4][C:12](=[O:13])[NH:1]2)=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
600 mg of 2-amino-2-(4-fluorophenyl)ethan-1-ol and 80 mg of potassium carbonate were suspended in 914 mg of diethyl carbonate, and the mixture was stirred at 130° C. for 2.5 hours, and further stirred at 100° C. for 2.5 hours while removing the ethanol that was generated. The reaction solution was diluted with ethyl acetate. The solution was washed in turn with water and brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 610 mg of the objective compound as pale yellow oil.
Workup
- stirringfurther stirred at 100° C. for 2.5 hours
- customwhile removing the ethanol that
- additionThe reaction solution was diluted with ethyl acetate
- washThe solution was washed in turn with water and brine
- dry with materialdried over magnesium sulfate
- distillationThe solvent was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-057a4ec731a84b3baa35ab71ccd40b05
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08586591B2
Reaction notes
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