Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556385Generated: October 30, 2026

Aniline → 4-Phenylamino-3-penten-2-one 97

https://huagongshe.com/reaction/556385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantAcetylacetoneHCID 31261—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
SolventTolueneHCID 1140—
Product4-Phenylamino-3-penten-2-one 97HCID 5705329—

Reaction Steps

A solution of 2,4-pentanedione (51.5 mL), aniline (45.6 mL) and a catalytic amount of para-toluenesulfonic acid monohydrate (0.95 g) in toluene (500 ml) was refluxed for 3.5 h in a round bottom flask equipped with a Dean-Stark apparatus and condenser. The solution was concentrated to dryness to give the desired compound as an orange oil (89.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058263B2
Source datasetuspto-grants-2011_11
ORD IDord-86a721848f4d4b6a9b34b0e1f8da085f
Source noteuspto-grants-2011_11