Bromine → 1-Bromo-6-chloro-3-hexanone
Reaction equation
[Br:1]Br.[Cl:3][CH2:4][CH2:5][CH2:6][C:7]1([OH:10])[CH2:9][CH2:8]1>C(O)(C)C>[Br:1][CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5][CH2:4][Cl:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Bromine (2.0 mL, 39 mmol) was added slowly to a solution of 1-(3-chloropropyl)cyclopropanol (5.0 g, 34 mmol) in isopropanol (80% solution in water, 30 mL) at 0° C. The reaction mixture was stirred at ambient temperature for 1 hour and then 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-bromo-6-chlorohexan-3-one, which was used without further purification.
Workup
- customwas 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-712fa37ce61d4d40a5733ba4c21c9fde
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09216173B2
Reaction notes
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