Sodium Iodide → 6-(2-Iodo-ethyl)-2,3-dihydro-benzo[1,4]dioxine

HRID 456613Notes

Reaction equation

HRID 456613 reaction equation
Cl[CH2:2][CH2:3][C:4]1[CH:13]=[CH:12][C:7]2[O:8][CH2:9][CH2:10][O:11][C:6]=2[CH:5]=1.[I-:14].[Na+]>CC(C)=O>[I:14][CH2:2][CH2:3][C:4]1[CH:13]=[CH:12][C:7]2[O:8][CH2:9][CH2:10][O:11][C:6]=2[CH:5]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 179812436-(2-Chloro-ethyl)-2,3-dihydro-benzo[1,4]dioxine

Product 1

HCID 179812366-(2-Iodo-ethyl)-2,3-dihydro-benzo[1,4]dioxineYield 77.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of (a) (0.22 g) in acetone (10 ml) was treated with sodium iodide (0.6 g) and heated to reflux overnight. The mixture was filtered and evaporated. The residue was partitioned between dichloromethane and dilute aqueous sodium sulphite solution. The organic extract was dried and evaporated to give a brown oil (0.25 g).

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. filtrationThe mixture was filtered
  4. customevaporated
  5. customThe residue was partitioned between dichloromethane and dilute aqueous sodium sulphite solution
  6. extractionThe organic extract
  7. customwas dried
  8. customevaporated

Sources & evidence

ORD record
ord-d48d89b2d9414e0db515691bde7c1fbd
Source dataset
uspto-grants-2007_03
Patent number
US07186730B2

Reaction notes

Loading…