HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 324034Erstellt: 23. Oktober 2026
Water → 3,4-Dimethoxy-6-(4-pyridyl) hydroxymethylbenzaldehyde dimethylacetal
https://huagongshe.com/de/reaction/324034
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | 4-Pyridinecarboxaldehyde | HCID 13389 | — |
| Edukt | 1-Bromo-2-(dimethoxymethyl)-4,5-dimethoxybenzene | HCID 11077146 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 3,4-Dimethoxy-6-(4-pyridyl) hydroxymethylbenzaldehyde dimethylacetal | HCID 22007378 | — |
Reaktionsschritte
A solution of 6-bromo-3,4-dimethoxybenzaldehyde dimethyl acetal (20 ml) in tetrahydrofuran (100 ml) is cooled to −60° C., and thereto is added dropwise a 1.6 M solution of n-butyl lithium in hexane (45.1 ml) over a period of 20 minutes under nitrogen atmosphere. The mixture is reacted at the same temperature for 30 minutes, and thereto is added dropwise a solution of 4-formylpyridine (7.36 g) in tetrahydrofuran (50 ml) over a period of 20 minutes. The reaction mixture is reacted for one hour, and thereto are added water and ethyl acetate (200 ml). The ethyl acetate layer is separated, washed, dried, and concentrated under reduced pressure to remove the ethyl acetate to give 3,4-dimethoxy-6-(4-pyridyl)hydroxymethylbenzaldehyde dimethyl acetal (15.4 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US06214996B1 |
|---|
| Quelldatensatz | uspto-grants-2001_04 |
|---|
| ORD ID | ord-cb369638eda14b94a9ccbc5d68af1c87 |
|---|
| Quellennotiz | uspto-grants-2001_04 |
|---|