HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Butanol → 2-(Dibutoxymethyl)-4-fluoro-1-nitrobenzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Butanol | HCID 263 | — |
| Edukt | 5-Fluoro-2-nitrobenzaldehyde | HCID 587090 | — |
| Katalysator | p-Toluenesulfonic acid | HCID 6101 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(Dibutoxymethyl)-4-fluoro-1-nitrobenzene | HCID 11289560 | 192% |
Reaktionsschritte
Heat a solution of 5-fluoro-2-nitro-benzaldehyde (10 g, 59.17 mmol), butanol (20 mL, 219 mmol) and p-toluenesulfonic acid (600 mg, 3.15 mmol) in toluene (200 mL) at reflux for 2 hours in a flask equipped with a Dean-Stark trap. Cool the reaction mixture to room temperature, dilute with ethyl acetate (400 mL), and wash sequentially with saturated aqueous sodium bicarbonate (300 mL×3) and saturated aqueous sodium chloride (300 mL×2). Dry the organic phase over sodium sulfate and concentrate under reduced pressure to provide the desired compound as a pale yellow oil (17 g, 96%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08648063B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-902c81d93d414c2c9eccdc1acb407da5 |
| Quellennotiz | uspto-grants-2014_02 |