1,3-Cyclohexanedione → 2-Bromocyclohexane-1,3-dione

HRID 1364080Notes

Reaction equation

HRID 1364080 reaction equation
[C:1]1(=[O:8])[CH2:6][CH2:5][CH2:4][C:3](=[O:7])[CH2:2]1.[Br:9]Br>CC(O)=O>[Br:9][CH:2]1[C:3](=[O:7])[CH2:4][CH2:5][CH2:6][C:1]1=[O:8]

Participants

4

Reactant 2

HCID 104341,3-CyclohexanedioneHCID 24408Bromine

Product 1

HCID 27704762-Bromocyclohexane-1,3-dione

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of cyclohexane-1,3-dione (1.12 g, 10 mmol) in AcOH (20 mL) at r.t. was added bromine (1.6 g, 0.51 mL, 10 mmol) dropwise. The reaction mixture was stirred for 2 h and then the product was isolated by filtration. The precipitate was washed twice with Et2O (100 mL) and then dried in vacuo to give the title compound in quantitative yield as a buff solid, which was used without further purification. LCMS (ES+) 190.9 (M+H)+.

Workup

  1. customthe product was isolated by filtration
  2. washThe precipitate was washed twice with Et2O (100 mL)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-71186469f40b42658d4deaa0c35056b0
Source dataset
uspto-grants-2011_02
Patent number
US07888344B2

Reaction notes

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