Bromine → Ethyl 3-bromo-2-oxobutanoate

HRID 1474175Notes

Reaction equation

HRID 1474175 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-f4fd83156c7e41f4a25a66a5ecd333e0
Source dataset
uspto-grants-2015_04
Patent number
US09018228B2

Reaction notes

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