HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethylsilyl triflate → 2-[3-Bromo-4-(cyclopropylmethoxy)phenyl]-2-methyl-1,3-dioxolane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethylsilyl triflate | HCID 65367 | — |
| Edukt | 2,2,7,7-Tetramethyl-3,6-dioxa-2,7-disilaoctane | HCID 81858 | — |
| Edukt | 1-[3-Bromo-4-(cyclopropylmethoxy)phenyl]ethanone | HCID 62908004 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-[3-Bromo-4-(cyclopropylmethoxy)phenyl]-2-methyl-1,3-dioxolane | HCID 67033068 | — |
Reaktionsschritte
A solution of 1-(3-bromo-4-cyclopropylmethoxy-phenyl)-ethanone from example B.b13 (14.0 g; 52.0 mmol) in dry dichloromethane (250 mL) was cooled in an ice-bath before addition of trimethylsilyl trifluoro-methane sulfonate (0.23 g; 1.04 mmol) and dropwise addition of 1,2-bis(trimethylsilyloxy)-ethane (13.15 g; 62.4 mmol). The reaction mixture was stirred for two hours, extracted with 1M aqueous NaHCO3 (100 mL) and dried over MgSO4. The crude is purified by column chromatography on silica gel (ethyl acetate/cyclohexane-9:1) to yield the title compound as pale yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09376442B2 |
| Quelldatensatz | uspto-grants-2016_06 |
| ORD ID | ord-cce35a5fc1f14c97afa03aa8fb964833 |
| Quellennotiz | uspto-grants-2016_06 |