反応 #2446083

反応方程式

NaBH4

1-amino-2-propanol

cyclohexanone

→

1-(cyclohexylamino)propan-2-ol

溶媒

ethanol

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction mixture was stirred at rt for 15 minutes
2. 2
   その他quenched with water
3. 3
   ろ過The reaction mixture was filtered through a Celite® pad
4. 4
   濃縮the filtrate was concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in DCM
6. 6
   乾燥dried over Na2SO4
7. 7
   ろ過filtered
8. 8
   濃縮concentrated

実験手順

To a stirred solution of 1-amino-2-propanol (1.0 mL, 13.31 mmol) in ethanol (15 mL) was added cyclohexanone (1.9 g, 19.9 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes and then NaBH4 (0.725 g, 19.17 mmol) was added. The reaction mixture was stirred at rt for 15 minutes and then quenched with water. The reaction mixture was filtered through a Celite® pad and the filtrate was concentrated. The residue was dissolved in DCM, dried over Na2SO4, filtered and concentrated to provide 1-(cyclohexylamino)propan-2-ol. Yield: 2.6 g (crude). 1H NMR (DMSO-d6) δ 4.39-4.36 (m, 1 H), 3.61-3.57 (m, 1 H), 2.47-2.30 (m, 3 H), 1.78-1.75 (m, 2 H), 1.66-1.63 (m, 2 H), 1.55-1.52 (m, 1 H), 1.23-1.12 (m, 3 H), 1.03-0.89 (m, 5 H). 1-(cyclohexylamino)propan-2-ol may also be prepared by following procedure of Example 1.

出典