Bromine → 1,2-Dibromo-6-chlorohexan-3-one
Reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](=[O:8])[CH:6]=[CH2:7].[Br-:9].[K+].[Br:11]Br>C(O)(C)C>[Br:9][CH2:7][CH:6]([Br:11])[C:5](=[O:8])[CH2:4][CH2:3][CH2:2][Cl:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 6-chlorohex-1-en-3-one (from step 3) in isopropanol (80% solution in water, 30 mL) at 0° C. were added potassium bromide (4.8 g, 40 mmol) and bromine (2.0 mL, 39 mmol). After 1 hour, the reaction mixture was quenched with water (15 mL) and extracted with ethyl acetate (3×30 mL). The organic layers were combined, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford 1,2-dibromo-6-chlorohexan-3-one, which was used without further purification.
Workup
- customthe reaction mixture was quenched with water (15 mL)
- extractionextracted with ethyl acetate (3×30 mL)
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-f7458cac21794a2e95ca7a5826a0ac5a
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09216173B2
Reaction notes
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