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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627066Generated: November 3, 2026

Ethyl Acrylate → HCID 68759633, compound

https://huagongshe.com/reaction/1627066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcrylateHCID 8821—
ReactantTri-o-tolylphosphineHCID 80271—
ReactantSodium AcetateHCID 517045—
Reactant(3R)-3-[4-Bromo-3-(trifluoromethyl)phenyl]cyclopentanoneHCID 49834553—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68759633HCID 68759633—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a mixture of (R)-3-(4-bromo-3-trifluoromethyl-phenyl)-cyclopentanone (Preparation 6, 1.96 g), tri(o-tolyl)phosphine (120 mg), Pd(OAc)2 (43 mg) and NaOAc (0.79 g) in DMF (13 mL) was added ethyl acrylate (0.79 g), and the reaction mixture was heated to 130° C. for 3 h. The mixture was diluted with EtOAc and washed with water. The organic phase was dried and concentrated in vacuo, and the residue was purified by flash chromatography using a gradient of heptane and EtOAc to obtain the title compound. 1H NMR (300 MHz, CDCl3) δ 8.09-7.97 (m, 1H), 7.70 (d, 1H), 7.58 (d, 1H), 7.53-7.38 (m, 1H), 6.40 (d, 1H), 4.28 (q, 2H), 3.58-3.40 (m, 1H), 2.72 (dd, 1H), 2.58-2.26 (m, 4H), 2.10-1.92 (m, 1H), 1.34 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785494B2
Source datasetuspto-grants-2014_07
ORD IDord-c271d8cbf2494c0da258af7e751838fd
Source noteuspto-grants-2014_07