HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Toluenesulfonyl chloride → 2-Methoxy-4-(2-{[(4-methylphenyl)sulfonyl]oxy}ethyl)phenyl acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | 4-(2-Hydroxyethyl)-2-methoxyphenyl acetate | HCID 67376667 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 2-Methoxy-4-(2-{[(4-methylphenyl)sulfonyl]oxy}ethyl)phenyl acetate | HCID 86657397 | — |
Reaktionsschritte
p-Toluenesulfonyl chloride (2.14 mL, 11.2 mmol) was added to a stirred solution of 4-(2-hydroxyethyl)-2-methoxyphenyl acetate (1.18 g, 5.61 mmol) in dry pyridine (20 mL) at 0° C. under N2. The reaction was stored at 4° C. for 3 days. The reaction was diluted with water (50 mL) and extracted with EtOAc (3×50 mL). The combined extracts were dried (MgSO4) and concentrated in vacuo to afford 2-methoxy-4-(2-{[(4-methylphenyl)sulfonyl]oxy}ethyl)phenyl acetate, as an oil. Product was a 6:4 mixture of desired product and starting material but carried forward regardless. LCMS calc.=387.1; found=386.8 (M+Na)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08354454B2 |
| Quelldatensatz | uspto-grants-2013_01 |
| ORD ID | ord-cd150b8f687f43d69e083cf44bdacb20 |
| Quellennotiz | uspto-grants-2013_01 |