Bromine → 1,2-Dibromo-6-chlorohexan-3-one

HRID 1504791Notes

Reaction equation

HRID 1504791 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

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

  1. customthe reaction mixture was quenched with water (15 mL)
  2. extractionextracted with ethyl acetate (3×30 mL)
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f7458cac21794a2e95ca7a5826a0ac5a
Source dataset
uspto-grants-2015_12
Patent number
US09216173B2

Reaction notes

Loading…