反応 #164116

反応方程式

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

溶媒

acetonitrile

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture stirred for 45 min at room temperature
2. 2
   その他For work up the solvent was removed in a vacuum
3. 3
   抽出extracted with ether (3×40 mL)
4. 4
   乾燥The organic phase was dried over Na2SO4
5. 5
   ろ過filtered
6. 6
   濃縮concentrated to low volume in a vacuum
7. 7
   その他The remaining residue was purified by flash chromatography with ethyl acetate (methanol→methanol+2% TEA)

実験手順

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).

出典