Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 68947443 | HCID 68947443 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86632158 | HCID 86632158 | — |
Reaction Steps
To a solution of (R,E)-1-chloro-3-(3-(2,6-dichlorostyryl)phenyl)propan-2-ol (0.67 g, 1.96 mmol) in DMF (20 mL) was added NaI (˜25 mg, 0.16 mmol) and NaN3 (0.64 g, 9.8 mmol) and the reaction mixture was heated at 75° C. overnight. After cooling to room temperature, the mixture was partitioned between EtOAc and water. The combined organics were washed with water, 5% aqueous LiCl and brine, filtered through Na2SO4 and concentrated under reduced pressure to give (R,E)-1-azido-3-(3-(2,6-dichlorostyryl)phenyl)propan-2-ol. This material was used in the next synthetic step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420863B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-081e8e35af524f5d8b55e34095f6d917 |
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| Source note | uspto-grants-2013_04 |
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