Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | HCID 69077797 | HCID 69077797 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69077078 | HCID 69077078 | 89.6% |
Reaction Steps
Iodotrimethylsilane (0.08 mL) was added to a solution of (5R*,8aS*)-5-(4-fluorophenyl)hexahydroindolizin-3-one (87 mg) and N,N,N′,N′-tetramethylethylenediamine (0.2 mL) in methylene chloride (5 mL) at 0° C., and the reaction solution was stirred at 0° C. for 20 minutes. Iodine (142 mg) was added to the reaction solution, which was then stirred at 0° C. for 40 minutes. Ethyl acetate and a saturated sodium thiosulfate solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 120 mg of the title compound. The property value of the compound is as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08048878B2 |
|---|
| Source dataset | uspto-grants-2011_11 |
|---|
| ORD ID | ord-718b8d8d1de148bb94236bd81ee73eb1 |
|---|
| Source note | uspto-grants-2011_11 |
|---|