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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514669Generated: October 26, 2026

Triethanolamine → (E)-N-methacryloylbut-2-enamide

https://huagongshe.com/reaction/514669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethanolamineHCID 7618—
ReactantTriphenylphosphineHCID 11776—
ReactantPiperlongumineHCID 637858—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product(E)-N-methacryloylbut-2-enamideHCID 7220539347%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108923B2
Source datasetuspto-grants-2015_08
ORD IDord-b05da1356f044b44bb3def8560039b9a
Source noteuspto-grants-2015_08