Oxygen → Beta-citronellol, (S)-

HRID 376087

Reaktionsgleichung

Reaktionsgleichung von HRID 376087
O=O.[CH3:3][C:4](=[CH:6][CH2:7][CH2:8]/[C:9](=[CH:11]/[CH2:12][OH:13])/[CH3:10])[CH3:5]>CO>[CH3:3][C:4](=[CH:6][CH2:7][CH2:8][C@@H:9]([CH2:11][CH2:12][OH:13])[CH3:10])[CH3:5]

Komponenten

4

Edukt 2

HCID 977OxygenHCID 637566Geraniol

Produkt 1

HCID 7793Beta-citronellol, (S)-Ausbeute 97,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A 500 ml autoclave was charged in a glove box (O2 content <1 ppm) with 27.0 g (175.0 mmol) of geraniol, 136 ml of methanol and 3.38 mg of Ru(CF3COO)2 [(R)-Tol-MeOBIPHEP] as the catalyst. The hydrogenation was effected at 20° C. and 60 bar. The conversion after 5 hours amounted to 100.0%. The hydrogenation solution was evaporated at 45° C./17 mbar and the crude product was distilled at 60°-65° C./0.03 mbar. There were obtained 26.7 g of (S)-citronellol as a colourless oil; e.e. 99.3%.

Aufarbeitung

  1. customwas effected at 20° C.
  2. customThe hydrogenation solution was evaporated at 45° C./17 mbar
  3. distillationthe crude product was distilled at 60°-65° C./0.03 mbar

Quellen und Nachweise

ORD-Eintrag
ord-209bee942b974112a58c7cf2acf2dfca
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05488172

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