Sodium Iodide → HCID 18629491, compound

HRID 1060782Notes

Reaction equation

HRID 1060782 reaction equation
[C:1](=[O:16])([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH3:15])[O:2][CH2:3]Cl.[I-:17].[Na+]>CC(C)=O>[C:1](=[O:16])([O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH3:15])[O:2][CH2:3][I:17]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 18629467HCID 18629467, compound

Product 1

HCID 18629491HCID 18629491, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
40 °C

Procedure

Chloromethyl 2-(2-(2-methoxyethoxy)-ethoxy)-ethyl carbonate (9 g) was added to a solution of sodium iodide (21.07 g) in acetone (45 ml). After stirring at 40° C. for 2.5 hours the reaction mixture was cooled in ice, filtered and evaporated in vacuo. The residue was taken up in dichloromethane, washed with aqueous sodium bicarbonate and sodium thiosulfate, dried over magnesium sulfate, filtered and evaporated in vacuo. Purification on silica gel with petroleum ether/ethyl acetate (1:1) as eluent gave the title compound as a light yellow oil.

Workup

  1. temperaturewas cooled in ice
  2. filtrationfiltered
  3. customevaporated in vacuo
  4. washwashed with aqueous sodium bicarbonate and sodium thiosulfate
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customPurification on silica gel with petroleum ether/ethyl acetate (1:1) as eluent

Sources & evidence

ORD record
ord-bc719c24d82c4cb6bdc7ac177e3899eb
Source dataset
uspto-grants-2003_02
Patent number
US06525077B2

Reaction notes

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