Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817992Generated: October 28, 2026

Methyl Acrylate → HCID 66917619, compound

https://huagongshe.com/reaction/1817992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant7-bromo-5-fluoro-1H-indoleHCID 3852879—
Catalystpalladium(II) acetateHCID 167845—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 66917619HCID 66917619—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 7-Bromo-5-fluoro-1H-indole [which was prepared according to the known method (Dobbs, A., J. Org. Chem., 66, 638-641 (2001)], (400 mg, 1.87 mmol) and methyl acrylate (241 mg, 2.8 mmol) in triethylamine (1.5 ml), palladium(II) acetate (43 mg, 0.19 mmol) and tri-o-tolylphosphine (170 mg, 0.56 mmol) was added under argon at rt The reaction mixture was stirred at 100° C. for 4 hrs in a sealed pressure tube and then cooled to rt The reaction mixture was diluted with CH2Cl2 (50 ml), washed with water (3×30 ml), brine, and dried over sodium sulfate. After removal of solvent, the residue was purified by column chromatography on silica gel with EtOAc/hexane as an eluent to give 300 mg of compound I-30 as a yellow solid. 1H-NMR (500 MHz, CDCl3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598397B2
Source datasetuspto-grants-2009_10
ORD IDord-24c11b3877004aeba33585871b097249
Source noteuspto-grants-2009_10