Bromine → HCID 85860554, compound

HRID 490732Notes

Reaction equation

HRID 490732 reaction equation
[Br:1]Br.[CH3:3][O:4][C:5](=[O:14])[C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[CH2:8][CH2:9][CH3:10]>C(Cl)(Cl)Cl>[CH3:3][O:4][C:5](=[O:14])[C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[CH:8]([Br:1])[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 24408Bromine2×HCID 12599460HCID 12599460, compound

Product 1

HCID 85860554HCID 85860554, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of bromine (24 g, 150 mmol) in chloroform (30 mL) is added to 2,2-dimethyl-3-oxo-hexanoic acid methyl ester (25.9 g, 150 mmol) in chloroform (126 mL) at 0-5° C. dropwise. After the addition of bromine, the mixture is allowed to warm up to room temperature slowly and stirred overnight. The reaction is then quenched by ice water, the layers are separated. The organic layer is washed with cold water and brine, dried over sodium sulfate. Concentration yields the title compounds (36.9 g), which is used for next step without further purification.

Workup

  1. customThe reaction is then quenched by ice water
  2. customthe layers are separated
  3. washThe organic layer is washed with cold water and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationConcentration

Sources & evidence

ORD record
ord-fb322ff4037645bf927c56bb6fe00fb5
Source dataset
uspto-grants-2009_05
Patent number
US07528160B2

Reaction notes

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