HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetyl chloride → 3-Acetamidobicyclo[1.1.1]pentan-1-yl acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetyl chloride | HCID 6367 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-Aminobicyclo[1.1.1]pentan-1-yl acetate | HCID 90411187 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-Acetamidobicyclo[1.1.1]pentan-1-yl acetate | HCID 86287955 | — |
Reaktionsschritte
To a DMF (2 mL) solution of 3-aminobicyclo[1.1.1]pentan-1-yl acetate (1 mmol) is added sodium bicarbonate (3 mmol) and then acetyl chloride (1 mmol) by syringe at 0° C. The reaction is allowed to warm up to room temperature and monitored by LCMS. After LCMS analysis indicated consumption of starting material, the reaction is diluted with water and extracted with EtOAc (3×). The organic layers are combined, washed with brine, dried (magnesium sulfate), filtered, and concentrated. The crude residue is subjected to flash chromatography (silica gel, EtOAc/hexanes) to give 3-acetamidobicyclo[1.1.1]pentan-1-yl acetate (3).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447025B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-e13f7f00e4374bfd90fc6ea29253b12a |
| Quellennotiz | uspto-grants-2016_09 |