HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bromomethylstyrene → 4-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Bromomethylstyrene | HCID 98116 | — |
| Edukt | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Edukt | 6-(2-Methoxyphenyl)-2,2-dimethyl-4-[1-((E)-3-phenylallyloxy)ethyl]-1,2-dihydroquinoline 4-(1-Hydroxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester | HCID 69153346 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline | HCID 10316670 | 19% |
Reaktionsschritte
6-(2-Methoxyphenyl)-2,2-dimethyl-4-[1-((E)-3-phenylallyloxy)ethyl]-1,2-dihydroquinoline 4-(1-Hydroxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester (70 mg) was treated with 255 μL of 1 M solution of sodium bis(trimethylsilyl)amide in THF and 50 mg of cinnamyl bromide to give the alkylated product, which was deprotected to yield 5.8 mg of the title compound as a foam.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06858627B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-9de8337d60034e7caad34f64ccdae3ce |
| Quellennotiz | uspto-grants-2005_02 |