HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Carbon tetrabromide → 4-(Bromomethyl)thiophene-2-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Carbon tetrabromide | HCID 11205 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 4-(Hydroxymethyl)thiophene-2-carbonitrile | HCID 10654288 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-(Bromomethyl)thiophene-2-carbonitrile | HCID 10750607 | 95,8% |
Reaktionsschritte
To a solution of 4-hydroxymethyl-thiophene-2-carbonitrile (10 g, 72 mmol), in 360 mL of THF is added triphenyl phosphine (18.3 g, 76 mmol) and carbon tetrabromide (25 g, 76 mmol). After 3 h, the solution is filtered and concentrated. The crude product is purified by column chromatography eluting with gradient of 5% EtOAc/hexanes to 10% EtOAc/hexanes to afford the title compound (14 g, 69 mmol) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05731315 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-3997d852565a4edcadde399de94e54e4 |
| Quellennotiz | uspto-grants-1998_03 |