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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456630Generated: October 26, 2026

Ethanol → Ethyl 1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/456630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantPyrrole-3-carboxylic acidHCID 101030—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 1H-pyrrole-3-carboxylateHCID 1307071981%

Reaction Conditions

Temperature60 °C

Reaction Steps

Ethanol (3.2 mL, 54 mmol) and 4-dimethylamino pyridine (DMAP) (54 mg, 0.45 mmol) were added to a mixture of pyrrole-3-carboxylic acid (500 mg, 4.5 mmol) and dicyclohexylcarbodiimide (1.11 g, 5.4 mmol) (Aldrich, Milwaukee, Wis.) in tetrahydrofuran (THF) (15 mL). After heating at 60° C. for 10 hours, the reaction was cooled. The precipitate was filtered off, washed with ethyl acetate, the combined filtrate was concentrated and purified on a silica gel column to give 500 mg (81%) of 1H-pyrrole-3-carboxylic acid ethyl ester as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186716B2
Source datasetuspto-grants-2007_03
ORD IDord-22c5c568d8d048c497a039d97808ee97
Source noteuspto-grants-2007_03