Reaktion #164116

Reaktionsgleichung

acetic acid

title compound

4-benzyl-4-((dimethylamino)methyl)-N-methyl-1-phenylcyclohexanamine

formalin

sodium cyanoboron hydride

→

(1-benzyl-4-dimethylamino-4-phenyl-cyclohexyl)-methyl-dimethylamine

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture stirred for 45 min at room temperature
2. 2
   SonstigeFor work up the solvent was removed in a vacuum
3. 3
   Extraktionextracted with ether (3×40 mL)
4. 4
   TrocknenThe organic phase was dried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated to low volume in a vacuum
7. 7
   SonstigeThe remaining residue was purified by flash chromatography with ethyl acetate (methanol→methanol+2% TEA)

Vorschrift

A solution of the title compound from Example 33 (1.40 g, 4.16 mmol) and formalin (5.8 mL, 37% aqueous solution) in acetonitrile (40 mL) was mixed in portions with sodium cyanoboron hydride (1.03 g, 16.6 mmol) and stirred for 45 min at room temperature. Concentrated acetic acid was then added until a neutral reaction occurred and the mixture stirred for 45 min at room temperature. For work up the solvent was removed in a vacuum, the residue taken up in 2N NaOH (40 mL) and then extracted with ether (3×40 mL). The organic phase was dried over Na2SO4, filtered and concentrated to low volume in a vacuum. The remaining residue was purified by flash chromatography with ethyl acetate (methanol→methanol+2% TEA).

Quelle