Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519915Generated: November 4, 2026

Triethylamine → (E)-Ethyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate

https://huagongshe.com/reaction/1519915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant2-Bromo-4-trifluoromethylanilineHCID 93899—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product(E)-Ethyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylateHCID 86649426—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 2-bromo-4-(trifluoromethyl)aniline (5 g, 20.83 mmol), triethylamine (4.4 mL, 31.2 mmol) and P(o-tol)3 (2.5 g, 8.33 mmol) in DMF (42 mL, 0.5 M) in a glass pressure tube under nitrogen gas were added ethyl acrylate (2.3 g, 23 mmol) and palladium acetate (940 mg, 4.167 mmol). The tube was sealed and heated to 120° C. for 18 h. The resulting solution was concentrated under vacuum and purified by column chromatography. Retention time(min)=2.532, method [1], MS(ESI) 260.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073891B2
Source datasetuspto-grants-2015_07
ORD IDord-8afb3c3aa796465d9d6a3ac373f0ba41
Source noteuspto-grants-2015_07