Hydrochloric Acid → HCID 178521548, Verbindung

HRID 1590016

Reaktionsgleichung

Reaktionsgleichung von HRID 1590016
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]2=O)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(OCC)(=[O:22])C.Cl>O1CCCC1>[C:7]1([C@H:13]2[CH2:18][CH2:17][C@H:16]([OH:22])[CH2:15][CH2:14]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 955922-PhenylcyclohexanoneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 178521548HCID 178521548, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Tetrahydrofuran (200 ml) was dropwise added into a 1 l capacity three-necked flask containing lithiumaluminum hydride (9.9 g, 0.26 mol), at 0° C., followed by sufficiently suspending these materials, dropwise adding a solution of phenylcyclohexanone (91.3 g, 0.52 mol) in tetrahydrofuran (200 ml), agitating the mixture at room temperature for 2 hours, again cooling it down to 0° C., dropwise adding ethyl acetate (20 ml), further adding dilute hydrochloric acid (100 ml), removing insolubles in the resulting reaction solution by suction-filtration, adding ethyl acetate (100 ml) to the filtrate for extraction, three times washing the resulting organic layer with water (100 ml), drying it over magnesium sulfate, filtering off magnesium sulfate, concentrating the residue under reduced pressure to obtain white crystals (98.5 g), recrystallizing from alcohol and drying to obtain 4-trans-phenylcyclohexanol (55 g). M.P.: 117°-119° C.

Aufarbeitung

  1. customat 0° C.
  2. temperatureagain cooling it down to 0° C.
  3. customremoving insolubles
  4. customin the resulting reaction solution
  5. filtrationby suction-filtration
  6. additionadding ethyl acetate (100 ml) to the filtrate
  7. extractionfor extraction, three times
  8. washwashing the resulting organic layer with water (100 ml)
  9. dry with materialdrying it over magnesium sulfate
  10. filtrationfiltering off magnesium sulfate
  11. concentrationconcentrating the residue under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-11c110657b6642af8635907f02453028
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05202055

Verknüpfte Notizen

Wird geladen…