HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → 2-Azido-1-phenylethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Azido-1-phenylethanone | HCID 10986553 | — |
Reaction Steps
To the desired bromo-acetophenone (from last step, 1.0 equivalents), in DMF (10 mL) was added NaN3 (0.24 g, 3.0 equiv). The resulting mixture was then stirred in DMF for 1 hour. The reaction mixture was diluted with EtOAc (50 mL) and washed with H2O (2×50). The solvent removed in vacuo and the product was purified by silica gel column chromatography using the Combi-Flash system (Hex:EtOAc) to give the azido-acetophenone product as a white solid in 99% (0.44 g) yield. TLC (4:1, Hex/EtOAc), Rf=0.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759370B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-84b5ce1925cd462684857b50bcf7af7d |
| Source note | uspto-grants-2010_07 |