تفاعل #49661

معادلة التفاعل

ethyl-N-benzyl-9-azabicyclo[3.3.1]nonane-3-carboxylate

ammonium formate

ammonium formate

→

Ethyl-9-azabicyclo[3.3.1]nonane-3-carboxylate

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىTo a 125 mL round-bottomed flask equipped with a condenser and N2 inlet
2. 2
   درجة الحرارةThe reaction was refluxed
3. 3
   أخرىabout 4 hr
4. 4
   درجة الحرارةThe reaction was cooled
5. 5
   ترشيحfiltered through diatomaceous earth (Celite [trademark])
6. 6
   أخرىevaporated
7. 7
   أخرىThe residue was partitioned between methylene chloride
8. 8
   أخرىan aqueous sodium hydroxide solution, and the organic layer separated
9. 9
   تجفيفdried over sodium sulfate
10. 10
    أخرىevaporated

الإجراء التجريبي

To a 125 mL round-bottomed flask equipped with a condenser and N2 inlet were added 8.14 g (28.36 mmol) ethyl-N-benzyl-9-azabicyclo[3.3.1]nonane-3-carboxylate, 60 mL ethanol, 8.93 g (141.8 mmol) ammonium formate, and 5 g 10% palladium-on-carbon. The reaction was refluxed and fresh catalyst and ammonium formate were added until the starting material disappeared (about 4 hr, a total of 8 g catalyst). The reaction was cooled, filtered through diatomaceous earth (Celite [trademark]), and evaporated. The residue was partitioned between methylene chloride and an aqueous sodium hydroxide solution, and the organic layer separated, dried over sodium sulfate, and evaporated. The resulting oil was used directly in the next step.

المصدر