Sodium Iodide → 8-Iodooct-1-ene

HRID 840080Notes

Reaction equation

HRID 840080 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9].[I-:10].[Na+]>CC(C)=O>[I:10][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 759078-Bromooct-1-ene

Product 1

HCID 138898108-Iodooct-1-eneYield 91.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

8-Iodooct-1-ene was prepared by refluxing 5 g of 8-bromooct-1-ene (26 mmol) and 10 g of sodium iodide in 50 ml of acetone for 1 hour. The acetone was stripped and the residue was partitioned between water and ether. The aqueous phase was washed with brine, dried over magnesium sulfate and stripped to give 5.66 g of 8-iodooct-1-ene.

Workup

  1. custom8-Iodooct-1-ene was prepared
  2. customthe residue was partitioned between water and ether
  3. washThe aqueous phase was washed with brine
  4. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-6e2c586eca904b398f01f4598521f1cb
Source dataset
uspto-grants-2002_04
Patent number
US06365549B2

Reaction notes

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