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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767196Generated: October 31, 2026

Methyl Ethyl Ketone → 5-{2-[5-Chloro-2-(4-chlorobenzyloxy)-phenyl]-cyclopent-1-enyl}-nicotinic Acid Ethyl Ester

https://huagongshe.com/reaction/1767196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantPotassium CarbonateHCID 11430—
ReactantChlorobenzyl bromideHCID 11805852—
Reactant5-{2-[5-Chloro-2-(hydroxy)-phenyl]cyclopent-1-enyl}-nicotinic Acid Ethyl EsterHCID 69507791—
Product5-{2-[5-Chloro-2-(4-chlorobenzyloxy)-phenyl]-cyclopent-1-enyl}-nicotinic Acid Ethyl EsterHCID 58887648—

Reaction Steps

5-{2-[5-Chloro-2-(hydroxy)-phenyl]-cyclopent-1-enyl}-nicotinic acid ethyl ester (138 mg, 0.43 mmol) was treated with 4 chlorobenzyl bromide (0.130 g, 60 mmol) and potassium carbonate (1.000 g) and 2-butanone (5 mL) at reflux for 18 hrs. Upon cooling, the mixture was filtered through highflo and reduced down to an oil. The product was purified using a Water's sep-pak cartridge (10 g) to give (90 mg, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07232821B2
Source datasetuspto-grants-2007_06
ORD IDord-a5572b54891645c09e3515445465f171
Source noteuspto-grants-2007_06