反应 #2446083

ord-8db7f6189676475c8a82170d539aecd7

反应方程式

[BH4-].[Na+]
NaBH4
CC(O)CN
1-amino-2-propanol
O=C1CCCCC1
cyclohexanone
CC(O)CNC1CCCCC1
1-(cyclohexylamino)propan-2-ol

溶剂

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08685418B2uspto-grants-2014_04