Bromine → Ethyl 3-bromo-2-oxobutanoate

HRID 467826Notes

Reaction equation

HRID 467826 reaction equation
[CH2:1]([O:3][C:4](=[O:9])[C:5](=[O:8])[CH2:6][CH3:7])[CH3:2].[Br:10]Br>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:9])[C:5](=[O:8])[CH:6]([Br:10])[CH3:7])[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 85195ethyl acetoacetate, sodium salt

Product 1

HCID 11117285Ethyl 3-bromo-2-oxobutanoate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The 2-oxo-butyric acid ethyl ester prepared above was dissolved in chloroform (100 mL) and bromine (20.964 g, 131.19 mmol) was added dropwise at room temperature. The reaction mixture was allowed to stir for 18 h. Concentration of the reaction mixture under reduced pressure provided 12.0 g of the title compound as an orange oil. 1H NMR (CDCl3) δ 4.39 (q, 2H), 4.32 (q, 1H), 1.88 (d, 3H), 1.39 (t, 3H).

Sources & evidence

ORD record
ord-51550b5f38fd48ef9682d22e4781c513
Source dataset
uspto-grants-2014_01
Patent number
US08623890B2

Reaction notes

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