تفاعل #10275

ord-f9df67df753c4067bb3d87365a9cebae

معادلة التفاعل

[H-].[Na+]
sodium hydride
O=C1CCCCCCN1
azocan-2-one
C=CCCCBr
5-bromo-1-pentene
C=CCCCN1CCCCCCC1=O
1-pent-4-enyl-azocan-2-one
المردود 94.4%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGThe reaction mixture was stirred at room temperature for 30 minutes
  2. 2
    workup.WAITat 80° C. for 16 hours
  3. 3
    أخرىThe solvent was removed under reduced pressure and water
  4. 4
    workup.ADDITIONwas added to the residue
  5. 5
    استخلاصThe mixture was extracted with ethyl ether
  6. 6
    غسيلthe organic phase was washed with water
  7. 7
    تجفيفdried (magnesium sulfate)
  8. 8
    تركيزconcentrated

الإجراء التجريبي

To a stirred suspension of sodium hydride (0.9 g, 37.5 mmole) in dimethylformamide (50 mL) was added azocan-2-one (3.83 g, 30 mmole). The mixture was stirred at room temperature for 15 minutes, and then 5-bromo-1-pentene (5.03 g, 33.7 mmole) was added slowly. The reaction mixture was stirred at room temperature for 30 minutes, and then at 80° C. for 16 hours. The solvent was removed under reduced pressure and water was added to the residue. The mixture was extracted with ethyl ether, the organic phase was washed with water, dried (magnesium sulfate) and concentrated to give 1-pent-4-enyl-azocan-2-one (5.53 g,) as an oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07094778B2uspto-grants-2006_08