HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethanolamine → (E)-N-methacryloylbut-2-enamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethanolamine | HCID 7618 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Piperlongumine | HCID 637858 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (E)-N-methacryloylbut-2-enamide | HCID 72205393 | 47% |
Reaction Steps
Experimental Procedure: Triphenylphosphine (79.0 mg, 0.30 mmol) and DIAD (61.0 mg, 0.30 mmol) were dissolved to a 1:1 mixture of THF and toluene (2 mL); then mono-demethylated piperlongumine (46.0 mg, 0.15 mmol) was added. After 10 min, triethanolamine (6.80 mg, 0.05 mmol) was added to the mixture. The reaction was stirred at room temperature for 3 h. At the end, the solvent was evaporated under vacuum. The crude product was purified by preparative TLC(CH2Cl2/MeOH=9/1) to afford the desired product in 47% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108923B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-b05da1356f044b44bb3def8560039b9a |
| Source note | uspto-grants-2015_08 |