HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(1S,2S)-1,2-diphenylethane-1,2-diamine → (R)-(Cyclopropyl)(2-methylphenyl)methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | (1S,2S)-1,2-diphenylethane-1,2-diamine | HCID 6931238 | — |
| Edukt | Cyclopropyl(2-methylphenyl)methanone | HCID 22382440 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | (R)-(Cyclopropyl)(2-methylphenyl)methanol | HCID 60017546 | 71,1% |
Reaktionsschritte
To a suspension of dichloro[(S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]ruthenium(II) (851 mg), (1S,2S)-(−)-1,2-diphenylethylenediamine (191 mg) and potassium-tert-butoxide (270 mg) in isopropanol (90 ml) was added cyclopropyl 2-methylphenyl ketone (9.61 g) obtained in Step 2, and the mixture was hydrogenated at room temperature and at medium pressure (3.0 kgf/cm2) for 60 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9) to give the title compound (6.92 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06916956B2 |
| Quelldatensatz | uspto-grants-2005_07 |
| ORD ID | ord-74798a6b2b8a4d54a84e2a74d5137c20 |
| Quellennotiz | uspto-grants-2005_07 |