Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Vinyl Acetate | HCID 7904 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | tert-Butyl (3-aminopropyl)carbamate | HCID 2735700 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 59157701 | HCID 59157701 | 94% |
Reaction Steps
To a chloroform solution (58 mL) of vinyl acetate (500 mg, 5.81 mmol) were added tert-butyl N-(3-aminopropyl)carbamate (2.02 g, 11.6 mmol), 1-hydroxybenzotriazole (0.86 g, 6.39 mmol) and WSC (1.56 g, 8.13 mmol), and the mixture was stirred overnight at room temperature. To the reaction solution was added water and the resulting mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous solution of ammonium chloride and brine, and dried with anhydrous magnesium sulfate. The drying agent was filtered off, and the solvent was evaporated under reduced pressure. Thus obtained residue was purified with silica gel column chromatography (hexane:ethyl acetate=1:1, ethyl acetate) to obtain the title compound (1.32 g, 94%) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07973012B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-e947e1d3d2a34733b556ba039184110a |
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| Source note | uspto-grants-2011_07 |
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