HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1918352Erstellt: 24. Oktober 2026
Phenyl chloroformate → 5-[2-(3-Chloro-phenyl)-ethoxy]-4-ethyl-4H-pyridine-1,3-dicarboxylic acid 3-ethyl ester 1-phenyl ester
https://huagongshe.com/de/reaction/1918352
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Phenyl chloroformate | HCID 15891 | — |
| Edukt | 5-[2-(3-Chloro-phenyl)-ethoxy]-nicotinic Acid Ethyl Ester | HCID 67169864 | — |
| Edukt | HCID 178418443 | HCID 178418443 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-[2-(3-Chloro-phenyl)-ethoxy]-4-ethyl-4H-pyridine-1,3-dicarboxylic acid 3-ethyl ester 1-phenyl ester | HCID 67171259 | — |
Reaktionsschritte
The compound of step 1 (100 mg, 0.327 mmol) was dissolved in THF (1.5 ml) and the mixture was cooled to −30° C. Phenyl chloroformate (77.6 mg, 0.49 mmol) was added and the mixture was stirred for 10 minutes. Ethyl magnesiumbromide (0.589 ml, 1M in THF) was added at −30° C. and the mixture was stirred for 30 minutes, partitioned between diethylether and aqueous ammonium chloride solution, the combined organic extracts were dried over sodium chloride and evaporated to dryness in vacuo. The raw material was purified by silica gel chromatography with a heptane/ethyl acetate gradient to yield the title compound (84 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08618304B2 |
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| Quelldatensatz | uspto-grants-2013_12 |
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| ORD ID | ord-25408ee88b57454f8d3d98a4f9bc8f07 |
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| Quellennotiz | uspto-grants-2013_12 |
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