HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 5-(Methoxycarbonyl)-2-methylbenzoic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 4-Methylbenzene-1,3-dicarboxylic acid | HCID 595750 | — |
| Katalysator | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Carbon Tetrachloride | HCID 5943 | — |
| Produkt | 5-(Methoxycarbonyl)-2-methylbenzoic acid | HCID 22999486 | — |
Reaktionsschritte
A mixture of compound (2) (2.83 g, 15.71 mmol), thionyl chloride (50 ml) and DMF (3 drops) was heated at reflux for 2 hours. After cooling to room temperature, excess thionyl chloride was removed under reduced pressure (rotary evaporator). The dark oil which was obtained was dissolved in carbon tetrachloride (30 ml), treated with pyridine (1 ml, 12.43 mmol) and methanol (20 ml) and stirred at ambient temperature for 2 hours. The solvents were evaporated and the residue purified by flash chromatography: silica, hexane/EtOAc (9:1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06610269B1 |
| Quelldatensatz | uspto-grants-2003_08 |
| ORD ID | ord-3c7986863cd943adb62352da01f11da9 |
| Quellennotiz | uspto-grants-2003_08 |