HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3,5-Dimethylisoxazole → 5-[2-(4-Bromomethylcyclohexyl)ethyl]-3-methylisoxazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3,5-Dimethylisoxazole | HCID 9312 | — |
| Edukt | 1,4-Bis(bromomethyl)cyclohexane | HCID 3613545 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-[2-(4-Bromomethylcyclohexyl)ethyl]-3-methylisoxazole | HCID 20064104 | 58% |
Reaktionsschritte
Butyllithium (23.3 ml, 8.0M in tetrahydrofuran) was added dropwise to a solution of 18.3 g of 3,5-dimethylisoxazole in 800 ml of tetrahydrofuran held at -77° C. under nitrogen, and the mixture was stirred for 30 minutes. 1,4-bis(Bromomethyl)cyclohexane (50.4 g) was then added, and the reaction mixture was stirred for 3 hours at -70° C. and at room temperature overnight. The product was isolated and purified by chromatography to give 31 g (58%) of 5-[2-(4-bromomethylcyclohexyl)ethyl]-3-methylisoxazole as a liquid used directly in the next reaction.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05002960 |
| Quelldatensatz | uspto-grants-1991_03 |
| ORD ID | ord-50841d247d3d4b39b0a8db65777996b8 |
| Quellennotiz | uspto-grants-1991_03 |