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HRID 895878Erstellt: 24. Oktober 2026

(1S,2S)-1,2-diphenylethane-1,2-diamine → (R)-(Cyclopropyl)(2-methylphenyl)methanol

https://huagongshe.com/de/reaction/895878

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(1S,2S)-1,2-diphenylethane-1,2-diamineHCID 6931238—
EduktCyclopropyl(2-methylphenyl)methanoneHCID 22382440—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelIsopropanolHCID 3776—
Produkt(R)-(Cyclopropyl)(2-methylphenyl)methanolHCID 6001754671,1%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06916956B2
Quelldatensatzuspto-grants-2005_07
ORD IDord-74798a6b2b8a4d54a84e2a74d5137c20
Quellennotizuspto-grants-2005_07