HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Nitrobenzenesulfonyl chloride → (2,2-Difluorocyclopropyl)methyl 4-nitrobenzenesulfonate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Nitrobenzenesulfonyl chloride | HCID 7404 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | (2,2-Difluorocyclopropyl)methanol | HCID 2761401 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (2,2-Difluorocyclopropyl)methyl 4-nitrobenzenesulfonate | HCID 86731319 | 87% |
Reaktionsschritte
To a solution of (2,2-difluorocyclopropyl)methanol (20.0 g) and triethylamine (32.2 mL) in THF (300 mL) was added 4-nitrobenzenesulfonyl chloride (41.0 g) at 0° C., and the mixture was stirred for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (47.2 g) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09133129B2 |
| Quelldatensatz | uspto-grants-2015_09 |
| ORD ID | ord-4c9643ebc5074a0989c13ac531fd70bc |
| Quellennotiz | uspto-grants-2015_09 |