HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trifluoromethanesulfonic acid → 5-Bromo-2-chloro-4-hydroxybenzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Edukt | N-bromobutanimide | HCID 67184 | — |
| Edukt | 2-Chloro-4-hydroxybenzonitrile | HCID 592797 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 5-Bromo-2-chloro-4-hydroxybenzonitrile | HCID 53330452 | 69,4% |
Reaktionsschritte
To a solution of 2-chloro-4-hydroxybenzonitrile (10 g, 65.1 mmol) in CH3CN (200 mL) was added CF3SO3H (6.33 g, 71.6 mmol) and NBS (16.2 g, 94.1 mmol) at −30° C. After being stirred for 18 hours at room temperature, the mixture was quenched with aq. saturated NaHSO4 solution and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the product 37 (10.5 g, 66%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09034921B2 |
| Quelldatensatz | uspto-grants-2015_05 |
| ORD ID | ord-f9f150884fbd4cf7a5c01ec1c780055b |
| Quellennotiz | uspto-grants-2015_05 |