Allylamine → HCID 4153372, compound

HRID 395236Notes

Reaction equation

HRID 395236 reaction equation
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:9]([NH2:12])[CH:10]=[CH2:11]>O1CCCC1>[CH2:9]([NH:12][C:1](=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH:10]=[CH2:11]

Participants

4

Conditions

Temperature
15 °C

Procedure

Hexanoyl chloride (33 g, 0.25 mol) in 250 mL of tetrahydrofuran was added to a three neck round bottom flask equipped with a thermometer, stir bar, and dropping funnel. The contents of the flask were then cooled to 15° C. in an ice bath while stirring. Allylamine (28.6 g 0.5 mol) in 200 mL of tetrahydrofuran was then added slowly through the dropping funnel while maintaining stirring. Throughout the addition, the temperature was maintained at 15° C. After addition was complete, stirring continued for an additional 15 minutes, after which the solid allylamine chloride precipitate was filtered off. The filtration was concentrated under vacuum to yield 37 g of N-allyl hexanamide as a colorless viscous liquid.

Workup

  1. customequipped with a thermometer
  2. stirringwhile stirring
  3. temperaturewhile maintaining
  4. stirringstirring
  5. additionThroughout the addition
  6. temperaturethe temperature was maintained at 15° C
  7. additionAfter addition
  8. stirringstirring
  9. filtrationafter which the solid allylamine chloride precipitate was filtered off
  10. filtrationThe filtration
  11. concentrationwas concentrated under vacuum

Sources & evidence

ORD record
ord-d2ef61e5f5434733959ebae7490fc8d4
Source dataset
uspto-grants-2003_08
Patent number
US06605270B1

Reaction notes

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