تفاعل #1929003

ord-b63101582ebc440cacbc3cc7b3dae4a2

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwith chilling on ice
  2. 2
    درجة الحرارةwith chilling on ice, its solvent
  3. 3
    أخرىwas evaporated under reduced pressure
  4. 4
    workup.ADDITIONWater was added to its residue, which
  5. 5
    استخلاصwas then subjected to extraction with methylene chloride
  6. 6
    تجفيفby drying its organic layer with anhydrous magnesium sulfate
  7. 7
    أخرىIts solvent was evaporated under reduced pressure

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE045364E1uspto-grants-2015_02