Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (R)-2-Chloro-1-(4-fluorophenyl)ethanol | HCID 12300420 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15253644 | HCID 15253644 | — |
Reaction Steps
Sodium azide (41.8 g, 642 mmol) was added to a solution consisting of (1R)-2-chloro-1-(4-fluoro-phenyl)-ethanol (37.4 g, 214 mmol) and DMF (214 mL) at rt. The reaction mixture was heated to 100° C. for 3 h, diluted with water (500 mL), and extracted with EtOAc (700 mL). The organic layer was washed with brine (500 mL), and the organic layer dried (MgSO4), filtered, and concentrated, giving the title compound as a yellow liquid, which was used without further purification (39 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08598202B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-3fc52f674cb0477b8c214a760d0e7e79 |
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| Source note | uspto-grants-2013_12 |
|---|