Bromine → Butyl 3-bromo-2-oxopentanoate

HRID 43642Notes

Reaction equation

HRID 43642 reaction equation
[O:1]=[C:2]([CH2:10][CH2:11][CH3:12])[C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4].[Br:13]Br>C(Cl)(Cl)Cl>[Br:13][CH:10]([CH2:11][CH3:12])[C:2](=[O:1])[C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4]

Participants

4

Reactant 2

HCID 24408BromineHCID 10888378Butyl 2-oxopentanoate

Product 1

HCID 86648534Butyl 3-bromo-2-oxopentanoateYield 105.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The same operation as in Example (106a) was performed using butyl 2-oxopentanoate (described in Akimova, L. N.; Bel'di, E. S.; J. Org. Chem. USSR (Engl. Transl.); 5; 9; 1969; 1530-1531; Zh. Org. Khim.; 5; 9; 1969; 1569-1571, 13.2 g, 76.7 mmol), bromine (3.59 mL, 70 mmol) and chloroform (80 mL), to obtain 18.5 g of the title compound as a colorless liquid (99%).

Sources & evidence

ORD record
ord-5ebb3b38030541ad992c869ed62ac564
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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