تفاعل #63366

ord-6b23019db7174762a1c14859947a9355

معادلة التفاعل

CCCCBr
n-butyl bromide
[H-].[Na+]
sodium hydride
O=C1NC(=O)C2(c3ccc([N+](=O)[O-])cc3)CC1C2
1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione
CCCCN1C(=O)C2CC(c3ccc([N+](=O)[O-])cc3)(C2)C1=O
3-n-butyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONare then added dropwise
  2. 2
    أخرىThe residue is partitioned between ethyl acetate and water
  3. 3
    تجفيفthe organic phase is dried over magnesium sulphate
  4. 4
    تركيزafter concentration
  5. 5
    أخرىby evaporation and subsequent recrystallisation from ethyl acetate/petroleum ether
  6. 6
    أخرىthe product is obtained

الإجراء التجريبي

0.36 g of sodium hydride is added to a solution of 2.46 g of 1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione in 25 ml of N,N-dimethylformamide and the whole is stirred at room temperature for 30 minutes. 1.6 ml of n-butyl bromide dissolved in 10 ml of N,N-dimethylformamide are then added dropwise thereto. When the reaction is complete, the reaction mixture is freed of N,N-dimethylformamide. The residue is partitioned between ethyl acetate and water, and the organic phase is dried over magnesium sulphate and, after concentration by evaporation and subsequent recrystallisation from ethyl acetate/petroleum ether, the product is obtained having a melting point of 120°-123°.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04764640uspto-grants-1988_08