HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium fluoride → Methyl 2-ethynylbenzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | Methyl 2-((trimethylsilyl)ethynyl)benzoate | HCID 11053512 | — |
| Lösungsmittel | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Produkt | Methyl 2-ethynylbenzoate | HCID 373287 | 96,3% |
Reaktionsschritte
To a solution of 2-trimethylsilanylethynyl-benzoic acid methyl ester (540 mg, 2.32 mmol) in acetonitrile/water (20 mL/5 mL) is added cesium fluoride (1.41 g, 9.30 mmol). The reaction is stirred at room temperature. After 4 h, the reaction is concentrated and the residue is partitioned between EtOAc (100 mL) and 0.2N HCl (30 mL). The aqueous layer is extracted with EtOAc (100 mL) and the combined organic layers are washed with brine, dried (MgSO4), filtered, and concentrated. The residue is chromatographed eluting with 0 to 5% EtOAc/Hexanes to yield the title compound (358 mg, 96%). GC/MS: 160.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08106077B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-b2bc4d24489c4b2ca44e931528859e18 |
| Quellennotiz | uspto-grants-2012_01 |