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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31549Generated: October 29, 2026

ethyl 3-{(1E)-3-[2-(4-methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoate → 3-{(1E)-3-[2-(4-Methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoic acid

https://huagongshe.com/reaction/31549

Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl 3-{(1E)-3-[2-(4-methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoateHCID 23116960—
SolventMethanolHCID 887—
SolventLithium HydroxideHCID 3939—
SolventTetrahydrofuranHCID 8028—
Product3-{(1E)-3-[2-(4-Methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoic acidHCID 2311697693%

Reaction Steps

A solution of ethyl 3-{(1E)-3-[2-(4-methylbenzoyl)-1H-pyrrol-1-yl]prop-1-enyl}benzoate (1.94 g) in 1N aqueous lithium hydroxide solution (10 ml), THF (10 ml) and methanol (10 ml) were stirred at 50° C. for 3 hours. Methanol and THF in the reaction solution were evaporated under reduced pressure, and the residue was diluted with water, and washed with diethyl ether. The aqueous layer was acidified with diluted hydrochloric acid solution, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.66 g, yield for 2 steps: 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425642B2
Source datasetuspto-grants-2008_09
ORD IDord-c0f8edc27fe24bc29221ebb44799d46e
Source noteuspto-grants-2008_09