HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 1-(2,5-Dimethoxy-3,4,6-trimethylphenyl)-1-(3-pyridyl)heptanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 1-(Pyridin-3-yl)heptan-1-one | HCID 222709 | — |
| Edukt | 1-Bromo-2,5-dimethoxy-3,4,6-trimethylbenzene | HCID 297365 | — |
| Edukt | Magnesium | HCID 5462224 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(2,5-Dimethoxy-3,4,6-trimethylphenyl)-1-(3-pyridyl)heptanol | HCID 14576264 | 39,3% |
Reaktionsschritte
A Grignard reagent was prepared from 693 mg (28.3 g atom) of magnesium, 7.6 g (29.3 mmol) of 1-bromo-2,5-dimethoxy-3,4,6-trimethylbenzene and tetrahydrofuran at 65° C. and cooled to 0° C., to which a solution of 3.75 g (21.9 mmol) of 3-heptanoylpyridine in 10 ml of tetrahydrofuran was added dropwise. After completion of the addition, the reaction mixture was stirred at room temperature for 1 hour, to which water was added and extracted with ethyl acetate. The extract was washed with water, dried and concentrated. The residue was purified with silica gel column chromatography (isopropyl ether) and recrystallized from hexane, to give 3.2 g (39%) of 1-(2,5-dimethoxy-3,4,6-trimethylphenyl)-1-(3-pyridyl)heptanol. m.p. 109°-110° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05229385 |
| Quelldatensatz | uspto-grants-1993_07 |
| ORD ID | ord-31cd0ae4bb3946dfa0a90a495d74bfbe |
| Quellennotiz | uspto-grants-1993_07 |