反应 #1929003

ord-b63101582ebc440cacbc3cc7b3dae4a2

反应方程式

[BH4-].[Na+]
Sodium borohydride
O=C1C2CCCC1CN(Cc1ccccc1)C2
( 28 )
O=C1C2CCCC1CN(Cc1ccccc1)C2
N-benzyl-3-azabicyclo[3.3.1]nonane-9-one
OC1C2CCCC1CN(Cc1ccccc1)C2
crude compound ( 29 )
收率 191.5%
OC1C2CCCC1CN(Cc1ccccc1)C2
N-benzyl-3-azabicyclo[3.3.1]nonane-9-ol
收率 191.5%
O=C1C2CCCC1CN(Cc1ccccc1)C2
N-benzyl-3-azabicyclo[3.3.1]nonane-9-one

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度with chilling on ice
  2. 2
    温度with chilling on ice, its solvent
  3. 3
    其他was evaporated under reduced pressure
  4. 4
    workup.ADDITIONWater was added to its residue, which
  5. 5
    萃取was then subjected to extraction with methylene chloride
  6. 6
    干燥by drying its organic layer with anhydrous magnesium sulfate
  7. 7
    其他Its solvent was evaporated under reduced pressure

实验过程

N-benzyl-3-azabicyclo[3.3.1]nonane-9-one (28) was synthesized according to a method described in J. Med. Chem. 1994, 37, 2831-2840. Sodium borohydride (1.49 g) was added into the MeOH (80 ml) solution of (28) (6.75 g) with chilling on ice. After its mixture was stirred for 1 hour with chilling on ice, its solvent was evaporated under reduced pressure. Water was added to its residue, which was then subjected to extraction with methylene chloride, followed by drying its organic layer with anhydrous magnesium sulfate. Its solvent was evaporated under reduced pressure to produce a crude compound (29) (6.52 g).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045364E1uspto-grants-2015_02