HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfuric Acid → 4-Bromo-2-(2-chloro-1,1-dimethylethyl)anisole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | 4-Bromoanisole | HCID 7730 | — |
| Edukt | 3-Chloro-2-methyl-1-propene | HCID 11241 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-Bromo-2-(2-chloro-1,1-dimethylethyl)anisole | HCID 4605778 | 49,4% |
Reaktionsschritte
β-Methallyl chloride (90.5 g, 1.0 mole) was added dropwise to a stirred mixture of p-bromoanisole (200 g, 1.07 mole) and sulphuric acid (34.2 g, 0.35 mole) at 35°-40° C. over about 2 hours. After 21/2 hours at ambient temperature, the mixture was dissolved in dichloromethane, washed with water, aqueous sodium bicarbonate and water again, dried over magnesium sulphate and run down. Distillation of the residue gave a small forerun b.p. about 54° C. at 0.2 mm Hg and a main fraction of 182 g (62%) b.p. 99°-120° C. at 0.15-0.2 mm Hg. Recrystallisation from petroleum ether (b.p. 80°-100° C.) gave 137 g pure title product m.p. 82°-4° C. Reduction in volume of the mother liquors afforded a further 14 g product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04263037 |
| Quelldatensatz | uspto-grants-1981_04 |
| ORD ID | ord-d984b1adecf9429c99cf63077136d4a1 |
| Quellennotiz | uspto-grants-1981_04 |