Sodium Iodide → HCID 17814603, compound

HRID 2186892Notes

Reaction equation

HRID 2186892 reaction equation
[C:1](=[O:12])([O:5][CH2:6][CH:7]1[O:11][CH2:10][CH2:9][CH2:8]1)[O:2][CH2:3]Cl.[I-:13].[Na+]>C(#N)C>[C:1](=[O:12])([O:5][CH2:6][CH:7]1[O:11][CH2:10][CH2:9][CH2:8]1)[O:2][CH2:3][I:13]

Participants

4

Conditions

Temperature
60 °C

Procedure

Chloromethyl (2,3,4,5-tetrahydrofurfuryl) carbonate (3.4 g) and sodium iodide (10.46 g) were added to acetonitrile (70 ml), and then the mixture was heated with stirring at 60° C. for 90 minutes. After the reaction solution was cooled, the solvent was distilled off under reduced pressure, and the residue was partitioned between ether (70 ml) and a saturated sodium chloride aqueous solution (50 ml). The organic layer was washed with an aqueous 5% sodium thiosulfate solution (50 ml), water (50 ml) and a saturated sodium chloride aqueous solution (50 ml) successively, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain iodomethyl (2,3,4,5-tetrahydrofurfuryl) carbonate (4.8 g) as a pale yellow oily product.

Workup

  1. temperaturethe mixture was heated
  2. temperatureAfter the reaction solution was cooled
  3. distillationthe solvent was distilled off under reduced pressure
  4. customthe residue was partitioned between ether (70 ml)
  5. washThe organic layer was washed with an aqueous 5% sodium thiosulfate solution (50 ml), water (50 ml)
  6. dry with materiala saturated sodium chloride aqueous solution (50 ml) successively, and then dried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-4d8358c27a144f9fa46f497dd6ca6286
Source dataset
uspto-grants-2002_06
Patent number
US06407129B1

Reaction notes

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