反応 #164128

反応方程式

acetic acid

title compound

[1-(4-methoxyphenyl)-4-methylamino-4-phenyl-cyclohexyl]-dimethylamine

formalin

sodium cyanoboron hydride

→

[4-dimethylamino-1-(4-methoxyphenyl)-4-phenyl-cyclohexyl]-dimethylamine

溶媒

acetonitrile

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture stirred for 45 min at RT
2. 2
   その他For work up the solvent was removed in a vacuum
3. 3
   抽出extracted with ether (3×10 mL)
4. 4
   乾燥The organic solution was dried over Na2SO4
5. 5
   濃縮concentrated to low volume in a vacuum
6. 6
   その他The remaining residue was purified by means of flash chromatography with ethyl acetate/methanol (1:2→MeOH)

実験手順

A solution of the title compound from Example 69 (111 mg, 0.33 mmol) and formalin (0.45 mL, 37% aqueous solution) in acetonitrile (3 mL) was mixed with sodium cyanoboron hydride (83 mg, 1.32 mmol) and stirred for 45 min at RT. Conc. acetic acid was then added until a neutral reaction occurred and the mixture stirred for 45 min at RT. For work up the solvent was removed in a vacuum, the residue taken up with 2N NaCl (5 mL) and then extracted with ether (3×10 mL). The organic solution was dried over Na2SO4 and concentrated to low volume in a vacuum. The remaining residue was purified by means of flash chromatography with ethyl acetate/methanol (1:2→MeOH).

出典