Bromine → Ethyl 3-bromo-2-oxobutanoate

HRID 1028408

Reaction equation

HRID 1028408 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-a3102cce8b0343389afa889c1c18dcc1
Source dataset
uspto-grants-2014_05
Patent number
US08735588B2

Linked notes

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