Allylamine → HCID 4153372, compound
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
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- customequipped with a thermometer
- stirringwhile stirring
- temperaturewhile maintaining
- stirringstirring
- additionThroughout the addition
- temperaturethe temperature was maintained at 15° C
- additionAfter addition
- stirringstirring
- filtrationafter which the solid allylamine chloride precipitate was filtered off
- filtrationThe filtration
- 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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