تفاعل #49662

معادلة التفاعل

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

ethyl bromoacetate

→

Ethyl-N-ethoxycarbonylmethyl-9-azabicyclo[3.3.1]nonane-4-carboxylate

المردود 100.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىTo a 250 mL round-bottomed flask equipped with a condenser and nitrogen inlet
2. 2
   درجة الحرارةThe reaction was refluxed 3 days
3. 3
   درجة الحرارةcooled
4. 4
   أخرىevaporated
5. 5
   أخرىThe residue was partitioned between methylene chloride and aqueous sodium hydroxide
6. 6
   تجفيفthe organic layer was dried over sodium sulfate
7. 7
   أخرىevaporated
8. 8
   ترشيحThe residue was filtered through silica gel
9. 9
   أخرىto afford an oil, 4.835 g (100% yield crude)
10. 10
    workup.ADDITIONas a mixture of diastereomers

الإجراء التجريبي

To a 250 mL round-bottomed flask equipped with a condenser and nitrogen inlet were added 5.59 g (28.36 mmol) ethyl-9-azabicyclo[3.3.1]nonane-3-carboxylate, 142 mL ethanol, and 9.47 g (56.72 mmol) ethyl bromoacetate. The reaction was refluxed 3 days, cooled, and evaporated. The residue was partitioned between methylene chloride and aqueous sodium hydroxide, and the organic layer was dried over sodium sulfate and evaporated. The residue was filtered through silica gel using ethyl acetate to afford an oil, 4.835 g (100% yield crude), as a mixture of diastereomers.

المصدر