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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427405Generated: October 25, 2026

Triazabicyclodecene → 1H-Pyrrole-2-carboxylic acid, 4-methyl-3-phenyl-, ethyl ester

https://huagongshe.com/reaction/2427405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriazabicyclodeceneHCID 79873—
ReactantEthyl isocyanoacetateHCID 533707—
Reactant1-Phenyl-2-nitropropeneHCID 1549520—
SolventIsopropanolHCID 3776—
SolventTetrahydrofuranHCID 8028—
Product1H-Pyrrole-2-carboxylic acid, 4-methyl-3-phenyl-, ethyl esterHCID 1070459189.2%

Reaction Steps

1,5,7-Triazabicyclo[4.4.0]dec-5-ene on polystyrene (4.7 g, 2.6 mmol/g, 12.2 mmol) was added to a reaction mixture of trans-β-methyl-β-nitrostyrene (997 mg, 6.11 mmol) and isocyanoacetic acid ethyl ester (691 mg, 6.11 mmol) in isopropanol (5 mL) and THF (5 mL) and the reaction mixture was stirred overnight at RT under nitrogen as protective gas. The reaction mixture was filtered out and the residue washed with isopropanol and THF. The desired product 4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (1.25 g, 89% of theoretical) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968591B2
Source datasetuspto-grants-2011_06
ORD IDord-9893b2eebf384016b56aa111ff2d94d4
Source noteuspto-grants-2011_06