반응 #1929003

ord-b63101582ebc440cacbc3cc7b3dae4a2

반응 방정식

[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 )
수율 191.5%
OC1C2CCCC1CN(Cc1ccccc1)C2
N-benzyl-3-azabicyclo[3.3.1]nonane-9-ol
수율 191.5%
O=C1C2CCCC1CN(Cc1ccccc1)C2
N-benzyl-3-azabicyclo[3.3.1]nonane-9-one

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도with chilling on ice
  2. 2
    온도with chilling on ice, its solvent
  3. 3
    기타was evaporated under reduced pressure
  4. 4
    workup.ADDITIONWater was added to its residue, which
  5. 5
    추출was then subjected to extraction with methylene chloride
  6. 6
    건조by drying its organic layer with anhydrous magnesium sulfate
  7. 7
    기타Its solvent was evaporated under reduced pressure

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE045364E1uspto-grants-2015_02