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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608451Generated: October 30, 2026

Dicyclohexylcarbodiimide → 4-(5-Undecyl-2-pyrimidinyl)-2-fluorophenyl 5-hexylthiophene-2-carboxylate

https://huagongshe.com/reaction/1608451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant5-Hexyl-2-thiophenecarboxylic acidHCID 13128269—
Reactant4-(5-Undecyl-2-pyrimidinyl)-2-fluorophenolHCID 135689414—
Catalyst2-(Pyrrolidin-1-yl)pyridineHCID 11019020—
SolventDichloromethaneHCID 6344—
Product4-(5-Undecyl-2-pyrimidinyl)-2-fluorophenyl 5-hexylthiophene-2-carboxylateHCID 5367891573.1%

Reaction Steps

1.0 g (4.72×10-3 mol) of 5-hexylthiophene-2-carboxylic acid, 1.62 g (4.72×10-3 mol) 4-(5-undecyl-2-pyrimidinyl)-2-fluorophenol, N,N'-dicyclohexylcarbodiimide (DCC) and 0.03 g of pyrrolidinopyridine were dissolved in 30 ml of dichloromethane, followed by stirring overnight at room temperature. After the reaction, the insoluble matter was filtered off, followed by distilling-off of the solvent to obtain a crude product. The crude product was purified by silica gel column chromatography (eluent: toluene) and recrystallized from a mixture solvent (ethanol/ethyl acetate) to obtain 1.86 g of a pure product (Yield: 3.2%) ##STR84##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05395551
Source datasetuspto-grants-1995_03
ORD IDord-faca008d790c4b858083331f6bbd2bdf
Source noteuspto-grants-1995_03