HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Toluenesulfonyl chloride → (R)-Methyl 2-(p-Tolyloxy)propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | (+)-Methyl lactate | HCID 637514 | — |
| Katalysator | Trimethylamine Hydrochloride | HCID 10313079 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | (R)-Methyl 2-(p-Tolyloxy)propanoate | HCID 1540374 | 116% |
Reaktionsschritte
A solution of methyl (R)-(+)-lactate (6.66 g) in acetonitrile (33 ml) was cooled to 5° C. and triethylamine (9.8 ml) added followed by trimethylamine hydrochloride (0.62 g). A separate solution of p-toluenesulfonyl chloride (11.6 g) in acetonitrile (33 ml) was added dropwise over 20 mins maintaining the temperature below 5° C. The reaction mixture was filtered and concentrated. Diethyl ether and water were added and the organic fraction dried (MgSO4) and concentrated in vacuo to give the sub-title compound as a yellow oil (13.71 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07737135B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-19235ac9b2db47e3990438cc395213d9 |
| Quellennotiz | uspto-grants-2010_06 |