Dimethylformamide → 2-Oxobutyl benzoate
Reaction equation
Br[CH2:2][C:3](=[O:6])[CH2:4][CH3:5].[C:7]([O-:15])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Na+].CN(C)C=O>C(OCC)C>[C:7]([O:15][CH2:2][C:3](=[O:6])[CH2:4][CH3:5])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 1-bromobutan-2-one (7.2 g, 47.7 mmol), sodium benzoate (7.56 g, 52.4 mmol), and N,N-dimethylformamide (72 ml) was stirred at room temperature for 3 hours and 45 minutes. Diethyl ether was added to the reaction mixture and the mixture was washed with water and a saturated saline solution, dried over magnesium sulfate, and filtrated. The filtrate was concentrated under reduced pressure to obtain the title compound (9.5 g, quantitatively) as a light brown oil.
Workup
- washthe mixture was washed with water
- dry with materiala saturated saline solution, dried over magnesium sulfate
- filtrationfiltrated
- concentrationThe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-7d7c0015b0cc406bb4bdac4994bc8c15
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07425634B2
Reaction notes
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