Bromine → Butanoic acid, 4-bromo-2-(methoxyimino)-3-oxo-, ethyl ester
Reaction equation
[O:1]=[C:2]([CH3:12])[C:3](=[N:9][O:10][CH3:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[Br:13]Br>C(Cl)(Cl)Cl>[Br:13][CH2:12][C:2](=[O:1])[C:3](=[N:9][O:10][CH3:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 40 °C
Procedure
In 120 ml of chloroform is dissolved 27.3 g of ethyl 3-oxo-2-methoxyiminobutyrate and the solution is warmed to 40° C. Then, a solution of 25.3 g of bromine in 30 ml of chloroform is added dropwise over a period of 30 minutes. The mixture is stirred and reacted at room temperature for 1 hour. The reaction mixture is washed with a 5% aqueous solution of sodium hydrogen carbonate and water in that order and the organic layer is dried. The solvent is then distilled off under reduced pressure to obtain 36.2 g of ethyl 4-brom-3-oxo-2-methoxyiminobutyrate as an oily product.
Workup
- customreacted at room temperature for 1 hour
- washThe reaction mixture is washed with a 5% aqueous solution of sodium hydrogen carbonate and water in that order
- customthe organic layer is dried
- distillationThe solvent is then distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-431ab72cff3548a19954035bdd92331d
- Source dataset
- uspto-grants-1985_04
- Patent number
- US04510138
Reaction notes
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