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 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 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 | US07101960B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-a1321587822d4f7e8e1847110aaf7334 |
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| Source note | uspto-grants-2006_09 |
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