HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfuric Acid → 5-Amino-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran hydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Methallyl alcohol | HCID 10557 | — |
| Edukt | 4-Amino-2,3,5-trimethylphenol | HCID 11105537 | — |
| Produkt | 5-Amino-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran hydrochloride | HCID 10220422 | 14,4% |
Reaktionsschritte
4-Amino-2,3,5-trimethylphenol (2.0 g, 13.2 mmol) and 2-methyl-2-propenol (1.15 g, 15.8 g) were heated under reflux in dichloromethane (20 ml) together with sulfuric acid (2 ml) for 18 hours. The reaction mixture was washed with aqueous saturated sodium bicarbonate solution, dried and then concentrated. The residue was purified by silica gel column chromatography (isopropyl ether). The purified product was converted into its hydrochloride and it was crystallized from ethanol-isopropyl ether to obtain the desired compound (460 mg, yield: 14.4%), m.p. 248°-250° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05594154 |
| Quelldatensatz | uspto-grants-1997_01 |
| ORD ID | ord-9c85de5899764bb1962a3d0000aeae6c |
| Quellennotiz | uspto-grants-1997_01 |