Sodium Iodide → HCID 18629502, compound

HRID 1060787Notes

Reaction equation

HRID 1060787 reaction equation
[C:1](=[O:14])([O:5][CH2:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[O:2][CH2:3]Cl.[I-:15].[Na+]>C(#N)C>[C:1](=[O:14])([O:5][CH2:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[O:2][CH2:3][I:15]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 18629465HCID 18629465, compound

Product 1

HCID 18629502HCID 18629502, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
40 °C

Procedure

Chloromethyl tert-butoxycarbonylmethyl carbonate (6.45 g) was added to a solution of sodium iodide (16.5 g) in acetonitril (65 ml). After stirring at 40° C. for 4 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 hexane/ethyl acetate (3:1) as eluent gave the title compound as a colourless 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 hexane/ethyl acetate (3:1) as eluent

Sources & evidence

ORD record
ord-ff36d2dd32054077ac5a844b06e75a2f
Source dataset
uspto-grants-2003_02
Patent number
US06525077B2

Reaction notes

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