Reacción #65573

ord-8915cbe5c8664ef18622aa95456bc4f5

Ecuación de reacción

O=C1CCC(c2ccccc2)CC1
4-phenylcyclohexanone
NCC1CCCCC1
cyclohexylmethylamine
O
water
c1ccc(C2CCC(NCC3CCCCC3)CC2)cc1
N-(4-phenylcyclohexyl)-N-cyclohexylmethylamine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.DISTILLATIONthe solvent was distilled away in vacuo
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in methanol and to the solution
  3. 3
    workup.ADDITIONwas added 1.5 g of sodium borohydride
  4. 4
    workup.DISTILLATIONthe solvent was distilled away in vacuo
  5. 5
    workup.ADDITIONTo the residue was added water
  6. 6
    Extracciónextracted with diethyl ether
  7. 7
    LavadoThe organic layer was washed with saturated brine
  8. 8
    Secadodried over magnesium sulfate
  9. 9
    workup.DISTILLATIONThe solvent was distilled away

Procedimiento

A solution of 5 g of 4-phenylcyclohexanone and cyclohexylmethylamine in 100 ml of benzene was refluxed for 2 hours with removing water and the solvent was distilled away in vacuo. The residue was dissolved in methanol and to the solution was added 1.5 g of sodium borohydride. The mixture was stirred at room temperature and the solvent was distilled away in vacuo. To the residue was added water and extracted with diethyl ether. The organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was distilled away to give 7 g of N-(4-phenylcyclohexyl)-N-cyclohexylmethylamine as an oil. (N-(4-phenylcyclohexyl)-N-cyclohexylmethylamine hydrochloride, melting at 267°-270° C. with decomposition)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05420164uspto-grants-1995_05