HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetonitrile → 2-Chloro-4-(3-hydroxy-cyclohexyloxy)-benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | 1,3-Cyclohexanediol | HCID 10433 | — |
| Edukt | 2-Chloro-4-fluorobenzonitrile | HCID 109000 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | 2-Chloro-4-(3-hydroxy-cyclohexyloxy)-benzonitrile | HCID 46181549 | 8,7% |
Reaktionsschritte
1,3-Cyclohexanediol (116 mg, 1.0 mmole) was added to a flame dried round bottom flask under nitrogen. The flask was then charged with 5 mL of dry acetonitrile, 26 mg of potassium fluoride on alumina (0.1 mmol), and 4-fluoro-2-chloro-benzonitrile (155 mg, 1.0 mmole) and heated at reflux for 16 h. Diethyl ether (15 ml) was added to the reaction mixture, which was then extracted with water (2×), dried (MgSO4) and concentrated. Purification using a chromatotron, eluting with 10% EtOAc/hex (ethylacetate and hexane) provided 22 mg of the title compound. GC/MS: 251 (M/Z for C13H14ClNO2).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07670613B2 |
| Quelldatensatz | uspto-grants-2010_03 |
| ORD ID | ord-972f32d772e04892a3b0f04e40a8b053 |
| Quellennotiz | uspto-grants-2010_03 |