HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Keto-pantoyllactone → D-Pantolactone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Keto-pantoyllactone | HCID 39 | — |
| Edukt | Oxygen | HCID 977 | — |
| Edukt | N,N,N-Tributylbutan-1-aminium trifluoroacetate | HCID 3084618 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | D-Pantolactone | HCID 439368 | — |
Reaktionsschritte
A 500 ml steel autoclave was loaded in a glove box (O2 -content less than 1 ppm) with 40.0 g (0.31 mol) of ketopantolactone, 210 ml of toluene, 180.6 mg (0.389 mmol) of [Rh(COD)2 ]PF6, 254.3 mg (0.389 mmol) of POPPM and 138.3 mg (0.389 mmol) of tetrabutylammonium trifluoroacetate. The hydrogenation was carried out at a constant pressure of 40 bar of H2, at 30° C. and with intensive stirring. By virtue of the exothermic reaction the temperature rose to 58° C. A conversion of above 99% was achieved after 1 hour. After a total hydrogenation time of 2 hours the mixture was worked-up as described in Example 2. Pure (R)-pantolactone was obtained. [α]D20 =-46.6°. Optical purity 90.4%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04652657 |
| Quelldatensatz | uspto-grants-1987_03 |
| ORD ID | ord-7b7c738ba1f543f9a17f05b6c521b24b |
| Quellennotiz | uspto-grants-1987_03 |