Sodium Iodide → HCID 17814603, compound
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
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- temperaturethe mixture was heated
- temperatureAfter the reaction solution was cooled
- distillationthe solvent was distilled off under reduced pressure
- customthe residue was partitioned between ether (70 ml)
- washThe organic layer was washed with an aqueous 5% sodium thiosulfate solution (50 ml), water (50 ml)
- dry with materiala saturated sodium chloride aqueous solution (50 ml) successively, and then dried over anhydrous magnesium sulfate
- 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
Loading…