HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → N-Cyclopropyl-3Z-hexenamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | (Z)-Hex-2-enoic acid | HCID 12467038 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-Cyclopropyl-3Z-hexenamide | HCID 86597466 | 77% |
Reaction Steps
3Z-Hexenoic acid 1 eq, ethyl chloroformate 1.1 eq, triethylamine 1.2 eq, cyclopropylamine 1.5 eq as a 2.0M solution in THF, quench with 10% sodium chloride solution, yield=77%. 0.49 ppm (m, 2H), 0.75 ppm (m, 2H), 0.98 ppm (t, 3H, J=7.48 Hz), 2.05 ppm (d, 2H, J=0.97 Hz, of pentet, J=7.46 Hz), 2.70 ppm (octet, 1H, J=3.59 Hz), 2.98 ppm (d, 2H, J=7.46 Hz), 5.46-5.52 ppm (m, 1H), 5.58-5.66 ppm (m, 1H), 6.19 ppm (br. s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07329767B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-1aeaf511734d4463973ce90d98b9830e |
| Source note | uspto-grants-2008_02 |