HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83650Erstellt: 24. Oktober 2026
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → ethyl 1-(1H-benzo[d]imidazole-2-carbonyl)piperidine-4-carboxylate
https://huagongshe.com/de/reaction/83650
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2-Benzimidazolecarboxylic acid | HCID 233240 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | ethyl 1-(1H-benzo[d]imidazole-2-carbonyl)piperidine-4-carboxylate | HCID 68379598 | — |
Reaktionsschritte
1H-benzo[d]imidazole-2-carboxylic acid, H2O (500 mg, 2.78 mmol), EDCI (1170 mg, 6.11 mmol), and 1-HYDROXYBENZOTRIAZOLE (825 mg, 6.11 mmol) were dissolved in DCM. The reaction was allowed to stir for 10 minutes before Hunig's Base (1.066 mL, 6.11 mmol) and ethyl piperidine-4-carboxylate (0.941 mL, 6.11 mmol) were added. The reaction was allowed to stir overnight at room temperature. The reaction was diluted with water and ethyl acetate. The organic phase was washed with 1N HCl, saturated sodium bicarbonate, and saturated sodium chloride solution. The ethyl acetate layer was dried over magnesium sulfate, filtered and concentrated. The resulting crude material was triturated with ethyl acetate to obtain white solid as a product. (Yield: 113 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 13.09, 7.74, 7.53, 7.36-7.20, 5.31, 4.42, 4.09, 3.48, 3.05, 2.77-2.66, 1.97, 1.69-1.50, 1.20
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08846684B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-e1197e1bdd544ebba4deaa7ef24d5c7b |
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| Quellennotiz | uspto-grants-2014_09 |
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