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

HRID 2371046Notes

Reaction equation

HRID 2371046 reaction equation
[C:1]1(=[O:8])[CH2:6][CH2:5][CH2:4][C:3](=[O:7])[CH2:2]1.[Br:9]Br>>[Br:9][CH:2]1[C:3](=[O:7])[CH2:4][CH2:5][CH2:6][C:1]1=[O:8]

Participants

3

Reactant 2

HCID 104341,3-CyclohexanedioneHCID 24408Bromine

Product 1

HCID 27704762-Bromocyclohexane-1,3-dione

Procedure

Cyclohexane-1,3-dione (11.2 g, 0.1 mol) was suspended in ice water (70 mL) and bromine (5.16 mL, 0.1 mol) was added dropwise over 5 minutes. The resulting suspension was stirred at room temperature for 3 hours. The suspension was filtered and the solid was stirred in water (200 mL) for 30 minutes. The solid was collected by vacuum filtration, rinsed with water, and dried to render crude product. The crude product was recrystallized from ethanol to produce the title compound.

Workup

  1. filtrationThe suspension was filtered
  2. stirringthe solid was stirred in water (200 mL) for 30 minutes
  3. filtrationThe solid was collected by vacuum filtration
  4. washrinsed with water
  5. customdried
  6. customThe crude product was recrystallized from ethanol

Sources & evidence

ORD record
ord-5964cbc9c2f84a74be3317488fc17b92
Source dataset
uspto-grants-2014_04
Patent number
US08710245B2

Reaction notes

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