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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767203Generated: November 1, 2026

Potassium Carbonate → 3-[2-(2-Methoxy-phenyl)-cyclopent-1-enyl]-benzoic Acid Ethyl Ester

https://huagongshe.com/reaction/1767203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Methoxyphenylboronic acidHCID 2733958—
ReactantToluene ethanolHCID 21863594—
Reactant3-(2-Bromo-cyclopent-1-enyl)benzoic Acid Ethyl EsterHCID 57862084—
CatalystHCID 178418397HCID 178418397—
SolventDiethylether waterHCID 21584184—
Product3-[2-(2-Methoxy-phenyl)-cyclopent-1-enyl]-benzoic Acid Ethyl EsterHCID 69507915—

Reaction Steps

A mixture of 2-methoxyphenylboronic acid (510 mg, 3.36 mmol), 3-(2-bromo-cyclopent-1-enyl)-benzoic acid ethyl ester (840 mg, 2.85 mmol), potassium carbonate (3.18 g, 23.04 mmol) and tetrakis(triphenylphosphine)palladium(0) (370 mg, 0.32 mmol) was stirred and heated in 1:1 toluene/ethanol (30 ml) at 90° C. under nitrogen for 4 hours. After cooling the mixture was diluted with diethyl ether/water and the organic phase dried (MgSO4), evaporated to dryness and the residue purified on Biotage using ethyl acetate/iso-hexane (1:19) to yield the title compound as a colourless gum. (615 mg, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07232821B2
Source datasetuspto-grants-2007_06
ORD IDord-9d1e9ddc8db341c0b108dbfaf921c354
Source noteuspto-grants-2007_06