Water → HCID 17814593, compound
Reaction equation
[C:1](=[O:11])([O:5][CH2:6][CH2:7][CH2:8][O:9][CH3:10])[O:2][CH2:3]Cl.[I-:12].[Na+].O>C(#N)C>[C:1](=[O:11])([O:5][CH2:6][CH2:7][CH2:8][O:9][CH3:10])[O:2][CH2:3][I:12]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 55 °C
Procedure
Chloromethyl [3-(methoxy)propyl] carbonate (3.7 g) was dissolved in acetonitrile (12 ml), and sodium iodide (12.0 g) was added. The mixture was stirred at 55° C. for 4 hours under an argon atmosphere. The reaction mixture was poured into water (100 ml) and extracted with ethyl acetate (100 ml). The ethyl acetate layer was washed with an aqueous 5% sodium thiosulfate solution (50 ml×2), water (50 ml) and a saturated sodium chloride aqueous solution (50 ml). After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain iodomethyl [3-(methoxy)propyl] carbonate (5.0 g) as a pale yellow liquid.
Workup
- extractionextracted with ethyl acetate (100 ml)
- washThe ethyl acetate layer was washed with an aqueous 5% sodium thiosulfate solution (50 ml×2), water (50 ml)
- dry with materialAfter drying over anhydrous magnesium sulfate
- distillationthe solvent was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-747240d94d4f419d90cfcbdc621e47a4
- Source dataset
- uspto-grants-2002_06
- Patent number
- US06407129B1
Reaction notes
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