Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | Ethyl propiolate | HCID 12182 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 19434628 | HCID 19434628 | 95% |
Reaction Steps
To a solution of 30 mL of water and 7.68 g (105 mmol) n-Butylamine is added dropwise 9.8 g (100 mmol) ethyl propiolate at 0° C. for 30 minutes. The mixture was stirred for 2 h at 0° C., then acetic acid (2 mL) was added. The mixture was stirred for another 10 minutes and saturated with NaCl, followed by extraction with ethyl acetate (3×20 mL). The combined organic phase was washed with saturated aqueous solution of NaHCO3 (20 mL), dried over Na2SO4, and removed by rotary evaporation to give product (12.0 g, yield 95%, purity 69% by GC).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895780B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-74f37a7def2e4109854eed6bc93d4eb7 |
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| Source note | uspto-grants-2014_11 |
|---|