Bromine → HCID 53841316, compound

HRID 2118804Notes

Reaction equation

HRID 2118804 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 and the solution is heated to 40° C. Then, a solution of 40 g bromine in 50 ml chloroform is added dropwise over a period of an hour. Thereafter, the reaction is continued under stirring at room temperature for an hour. The reaction mixture is washed with a 5% aqueous solution of sodium hydrogen carbonate and water in the order mentioned, and the organic layer is dried. The solvent is then distilled off to obtain 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 and water in the order
  2. customthe organic layer is dried
  3. distillationThe solvent is then distilled off

Sources & evidence

ORD record
ord-73f21323a2204678b350d0dab63d272e
Source dataset
uspto-grants-1987_07
Patent number
US04680390

Reaction notes

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