HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Lithium borohydride → 2-Thiophenemethanol, 5-[4-(trifluoromethyl)phenyl]-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Lithium borohydride | HCID 4148881 | — |
| Edukt | 5-(4-(Trifluoromethyl)phenyl)thiophene-2-carbaldehyde | HCID 4674819 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-Thiophenemethanol, 5-[4-(trifluoromethyl)phenyl]- | HCID 21986352 | — |
Reaktionsschritte
To a solution of 5-(4-Trifluoromethyl-phenyl)-thiophene-2-carbaldehyde (3.02 g, 11.8 mmole) in THF (100 mL), is added to LiBH4 (1.75 g, 80.24 mmole) in one portion at 0° C. The reaction is kept at 0° C. for 15 minutes and warmed up to room temperature for 1 hour. The reaction is quenched using 5N HCl (100 mL) at 0° C. The THF is removed on rota vapor, the aqueous solution is then extracted with ethyl acetate (2×100 mL). The combined organic solution is washed with brine (3×200 mL), dried over Na2SO4 and concentrated. The crude product is purified on a silica gel column, eluting with 20% ethyl acetate in hexane and concentrated to provide the titled compound as off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07504433B2 |
| Quelldatensatz | uspto-grants-2009_03 |
| ORD ID | ord-d9b5e75adf0e48869f9a9fff941b564e |
| Quellennotiz | uspto-grants-2009_03 |