Réaction #44498

Équation de réaction

product

9-Oxo-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester

ammonium acetate

NaBH3CN

→

9-Amino-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was then evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane
3. 3
   Lavagewashed with water, NaHCO3 solution, and brine
4. 4
   Séchageand dried (Na2SO4)
5. 5
   FiltrationAfter filtration and evaporation of the solvent
6. 6
   Autrethe amine was used without further purification

Mode opératoire

The product of Example 7A (2.03 g, 10.38 mmol) was stirred at room temperature in the presence of ammonium acetate (8 g, 103.8 mmol) and NaBH3CN (3.3 g, 51.9 mmol) in methanol (30 mL) for twelve hours at 23° C. The solvent was then evaporated and the residue was dissolved in dichloromethane; washed with water, NaHCO3 solution, and brine; and dried (Na2SO4). After filtration and evaporation of the solvent, the amine was used without further purification.

Source