HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → HCID 59485705, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Tosylchloramide | HCID 31388 | — |
| Reactant | 3-(Trifluoromethyl)styrene | HCID 520986 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59485705 | HCID 59485705 | 88% |
Reaction Steps
3-(Trifluoromethyl)styrene (1.70 mL, 11.5 mmol) is added to a mixture of iodine (0.29 g, 1.15 mmol) and Chloramine-T (3.12 g, 11.5 mmol) in acetonitrile (35 mL). The reaction mixture is stirred at room temperature under a nitrogen atmosphere overnight, then taken in H2O (200 mL) and extracted with CH2Cl2 (3×100 mL). The combined organic layer is washed with brine, dried over MgSO4, concentrated and purified by silica gel chromatography (0˜20% EtOAc/Hexanes) to provide 1-tosyl-2-(3-(trifluoromethyl)phenyl)aziridine (3.44 g, 88% yield) as a colorless oil product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431607B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-5858fab76eb34f888f3e69f427338262 |
| Source note | uspto-grants-2013_04 |