3-(Benzyloxy)cyclohexanol → cis-3-Benzyloxycyclohexan-1-ol

HRID 10380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 10380
[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH:11]([OH:15])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[CH2:1]([O:8][C@@H:9]1[CH2:14][CH2:13][CH2:12][C@H:11]([OH:15])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 1

HCID 141727893-(Benzyloxy)cyclohexanol

Produkt 1

HCID 10899774cis-3-Benzyloxycyclohexan-1-olAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

10 g of the crude acetate/alcohol mixture from Example 29 were taken up in approx. 90 ml of methanol and approx. 70 ml of water and washed three times with in each case approx. 50 ml of n-heptane. The combined heptane phases (contain predominantly the acetate) are extracted with 50 ml of 1:1 methanol/water. The combined aqueous phases are washed again with n-heptane. After concentrating the aqueous phase, 3.6 g of the desired (1S,3R)-3-benzyloxycyclohexan-1-ol were obtained, and the concentration of the combined heptane phases gave 5.5 g of the (1R,3S)-acetate.

Aufarbeitung

  1. washapprox. 70 ml of water and washed three times with in each case approx. 50 ml of n-heptane
  2. extractionare extracted with 50 ml of 1:1 methanol/water
  3. washThe combined aqueous phases are washed again with n-heptane
  4. concentrationAfter concentrating the aqueous phase

Quellen und Nachweise

ORD-Eintrag
ord-46a2b70cb3774dc384354d92898d7d21
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094795B2

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