HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl Bromide → 3-Benzyloxy-4-methylbenzoic acid benzyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl Bromide | HCID 7498 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 3-Hydroxy-4-methylbenzoic acid | HCID 68512 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-Benzyloxy-4-methylbenzoic acid benzyl ester | HCID 58437241 | — |
Reaktionsschritte
To a solution of 3-hydroxy-4-methylbenzoic acid (5.0 g) in N,N-dimethylformamide (100 mL) were added cesium carbonate (32 g) and benzyl bromide (12 g) at the same temperature and this mixture was stirred at room temperature for 2 days. To this reaction mixture was added a saturated aqueous sodium bicarbonate solution and this mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and this residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (7.5 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08829040B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-eb540d2fe06f4c57852af25909ee3035 |
| Quellennotiz | uspto-grants-2014_09 |