Реакция #1929003

ord-b63101582ebc440cacbc3cc7b3dae4a2

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураwith chilling on ice
  2. 2
    Температураwith chilling on ice, its solvent
  3. 3
    Другоеwas evaporated under reduced pressure
  4. 4
    workup.ADDITIONWater was added to its residue, which
  5. 5
    Экстракцияwas then subjected to extraction with methylene chloride
  6. 6
    Сушкаby drying its organic layer with anhydrous magnesium sulfate
  7. 7
    ДругоеIts solvent was evaporated under reduced pressure

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE045364E1uspto-grants-2015_02