HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 4-(5-Undecyl-2-pyrimidinyl)-2-fluorophenyl 5-hexylthiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 5-Hexyl-2-thiophenecarboxylic acid | HCID 13128269 | — |
| Reactant | 4-(5-Undecyl-2-pyrimidinyl)-2-fluorophenol | HCID 135689414 | — |
| Catalyst | 2-(Pyrrolidin-1-yl)pyridine | HCID 11019020 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(5-Undecyl-2-pyrimidinyl)-2-fluorophenyl 5-hexylthiophene-2-carboxylate | HCID 53678915 | 73.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05395551 |
| Source dataset | uspto-grants-1995_03 |
| ORD ID | ord-faca008d790c4b858083331f6bbd2bdf |
| Source note | uspto-grants-1995_03 |