Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | 2-Methoxy-1-propanol | HCID 14846 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | Ethylacetate heptane | HCID 21899848 | — |
| Produkt | 2-Methoxypropyl 4-methylbenzenesulfonate | HCID 13896526 | 71,9% |
Reaktionsschritte
To dichloromethane (30 mL) mixture of 2-methoxypropan-1-ol (1.6 g, 17.8 mmol) and pyridine (20.0 mL), was added p-toluenesulfonyl chloride (4.07 g, 21.4 mmol) while stirring on ice, and the mixture was stirred at room temperature for five hours. To the mixture, were added water and ethyl acetate. After thoroughly shaking the mixture, the organic layer was separated, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was filtered, and the solvent in the filtrate was then distilled off under reduced pressure. The residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate: n-heptane/ethyl acetate=2/1) to obtain the title compound (3.12 g, 12.8 mmol).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08530504B2 |
|---|
| Quelldatensatz | uspto-grants-2013_09 |
|---|
| ORD ID | ord-a871361464a84328b4e7488902f129ec |
|---|
| Quellennotiz | uspto-grants-2013_09 |
|---|