Bromine → Butyl 3-bromo-2-oxohexanoate

HRID 43672Notes

Reaction equation

HRID 43672 reaction equation
[O:1]=[C:2]([CH2:10][CH2:11][CH2:12][CH3:13])[C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4].[Br:14]Br>C(Cl)(Cl)Cl>[Br:14][CH:10]([CH2:11][CH2:12][CH3:13])[C:2](=[O:1])[C:3]([O:5][CH2:6][CH2:7][CH2:8][CH3:9])=[O:4]

Participants

4

Reactant 2

HCID 24408BromineHCID 12442595Butyl 2-oxohexanoate

Product 1

HCID 87440704Butyl 3-bromo-2-oxohexanoateYield 121.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The same operation as in Example (106a) was performed using butyl 2-oxohexanoate (Lapkin, I. I.; Dvinskikh, V. V.; J. Gen. Chem. USSR (Engl. Transl.); 48; 1978; 2278-2280; Zh. Obshch. Khim.; 48; 1978; 2509-2511, 3.41 g, 18.3 mmol), bromine (2.55 g, 16 mmol) and chloroform (30 mL), to obtain 5.14 g of the title compound as a colorless liquid (100%).

Sources & evidence

ORD record
ord-9d4bf4d7ffec4c61ba050b6eaf8c30e0
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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