Bromine → HCID 53841316, compound

HRID 2049277Notes

Reaction equation

HRID 2049277 reaction equation
[O:1]=[C:2]([CH3:11])[C:3](=[N:8][O:9][CH3:10])[C:4]([O:6][CH3:7])=[O:5].[Br:12]Br>C(Cl)(Cl)Cl>[Br:12][CH2:11][C:2](=[O:1])[C:3](=[N:8][O:9][CH3:10])[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 24408BromineHCID 54071723HCID 54071723, compound

Product 1

HCID 53841316HCID 53841316, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
40 °C

Procedure

In 150 ml of chloroform is dissolved 40 g of methyl 3-oxo-2-methoxyiminobutyrate. The solution is warmed to 40° C. and a solution of 40 g of bromine in 50 ml of chloroform is added dropwise over a period of 1 hour. Then, the mixture is further stirred at room temperature for another hour. The reaction mixture is washed with a 5% aqueous solution of sodium hydrogen carbonate and, then, with water. The organic layer is dried and the solvent is distilled off under reduced pressure. By the above procedure is obtained 52.1 g of methyl 4-bromo-3-oxo-2-methoxyiminobutyrate as an oil.

Workup

  1. washThe reaction mixture is washed with a 5% aqueous solution of sodium hydrogen carbonate
  2. customThe organic layer is dried
  3. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-e5e1cf6cc81244d5865bf2c2a0b0b5cc
Source dataset
uspto-grants-1980_04
Patent number
US04197298

Reaction notes

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