Iodine → 2-Bromo-1-(3-chlorophenyl)ethanol

HRID 357722Notes

Reaction equation

HRID 357722 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8](Br)[CH2:9][Br:10])[CH:5]=[CH:6][CH:7]=1.[I-].[K+].II.[OH2:16]>>[Br:10][CH2:9][CH:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)[OH:16]

Participants

5

Reactant 4

HCID 807IodineHCID 962WaterHCID 4875Potassium IodideHCID 10870257Benzene, 1-chloro-3-(1,2-dibromoethyl)-

Product 1

HCID 99646942-Bromo-1-(3-chlorophenyl)ethanol

Procedure

To 996 g of 3-chloro-α,β-dibromoethylbenzene were added 10.8 g of potassium iodide and 3.5 l of water. The mixture was then heated under reflux for 49 hours while the released free iodine was being removed. After the termination of the reaction, the reaction solution was allowed to cool to room temperature. The oil phase separated was separated and then washed with water for neutralization to give 714 g of 2-bromo-1-(3-chlorophenyl)ethanol was obtained.

Workup

  1. temperatureThe mixture was then heated
  2. customwas being removed
  3. customAfter the termination of the reaction
  4. customThe oil phase separated
  5. customwas separated
  6. washwashed with water for neutralization

Sources & evidence

ORD record
ord-d48780cf21f24d00be53fed2ae04e2dd
Source dataset
uspto-grants-1998_11
Patent number
US05841001

Reaction notes

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