Reaktion #1744

ord-59ad5f10a39944bab640d9fbd6671548

Reaktionsgleichung

O=C1CCC(c2ccccc2)CC1
4-phenylcyclohexanone
[BH4-].[Na+]
sodium borohydride
OC1CCC(c2ccccc2)CC1
4-phenylcyclohexanol
Ausbeute 66.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto react for 0.5 hours at -10° C. and for 3 hours at ambient temperature
  2. 2
    Sonstigeevaporated down in vacuo
  3. 3
    workup.ADDITIONThe residue remaining is mixed with water
  4. 4
    SonstigeThe suspension formed
  5. 5
    workup.STIRRINGis stirred for 1 hour
  6. 6
    Filtrationfiltered
  7. 7
    Sonstigedried
  8. 8
    Sonstigerecrystallised from diisopropylether

Vorschrift

To a solution of 31.4 g (0.18 mol) of 4-phenylcyclohexanone in 500 ml of absolute methanol, which is cooled to -10° C., are added 6.8 g (0.18 mol) of sodium borohydride in batches with stirring. The reaction mixture is allowed to react for 0.5 hours at -10° C. and for 3 hours at ambient temperature and then evaporated down in vacuo. The residue remaining is mixed with water and acidified with 2N hydrochloric acid. The suspension formed is stirred for 1 hour and the crystalline product is suction filtered, dried and recrystallised from diisopropylether. 21 g (66% of theory) of 4-phenylcyclohexanol are obtained, melting point: 112°-114° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726205uspto-grants-1998_03