HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Isobutyrophenone → 1-(2-Methoxy-3,4,6-trimethylphenyl)-1-phenyl-2-methylpropanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Isobutyrophenone | HCID 69144 | — |
| Edukt | 2-Bromo-3,5,6-trimethylanisole | HCID 21961310 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(2-Methoxy-3,4,6-trimethylphenyl)-1-phenyl-2-methylpropanol | HCID 10542111 | 80,2% |
Reaktionsschritte
A solution of 2-bromo-3,5,6-trimethylanisole (3.0 g, 13.1 mmol) in tetrahydrofuran (20 ml) was cooled to -78° C. and n-butyllithium (1.6M solution in hexane, 8.2 ml, 13.1 mmol) was added dropwise. The reaction mixture was stirred at the same temperature for 15 minutes. Then a solution of isobutyrylbenzene (1.94 g, 13.1 mmol) in tetrahydrofuran (5 ml) was added dropwise and the resulting mixture was stirred at room temperature for additional 30 minutes. The reaction mixture was diluted with water and the product was extracted with isopropyl ether. The extract was washed with water, dried and then concentrated. The residue was crystallized from hexane to obtain the desired compound (3.13 g, yield: 80.2%), m.p. 80°-81° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05594154 |
| Quelldatensatz | uspto-grants-1997_01 |
| ORD ID | ord-0e405f99f24a454c906ef7056abc014c |
| Quellennotiz | uspto-grants-1997_01 |