Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allylamine | HCID 7853 | — |
| Reactant | Butyryl chloride | HCID 8855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 4257022 | HCID 4257022 | 101.6% |
Reaction Steps
Butyroyl chloride (194.7 g, 1.83 mol) in 1 L 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 (208.7 g 3.65 mol) in 50 mL 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 filtrate was concentrated under vacuum to yield 236.4 g of N-allyl butyramide as a colorless viscous liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06605270B1 |
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| Source dataset | uspto-grants-2003_08 |
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| ORD ID | ord-75c6ac40b16d4fde8b80a9375c04e466 |
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| Source note | uspto-grants-2003_08 |
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