HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 561452Erstellt: 25. Oktober 2026
Diethyl Ether → 2-(4-Chloro-2-methoxybenzoyl)cyclopropanecarbonitrile
https://huagongshe.com/reaction/561452
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | 2-Bromo-4-chloroanisole | HCID 521935 | — |
| Edukt | Magnesium | HCID 5462224 | — |
| Edukt | 2-Cyano-N-methoxy-N-methylcyclopropanecarboxamide | HCID 58392506 | — |
| Katalysator | 1,1-Dibromoethane | HCID 11201 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(4-Chloro-2-methoxybenzoyl)cyclopropanecarbonitrile | HCID 58392548 | — |
Reaktionsschritte
A solution of 500 mg (2.26 mmol) of 2-bromo-4-chloroanisole in 5 ml of diethyl ether was added dropwise to 57.6 mg (2.37 mmol) of magnesium turnings in 10 ml of diethyl ether, activated by adding a few drops of dibromoethane, and the reaction mixture was heated under reflux overnight. The reaction solution was added dropwise under argon to a solution of 316 mg (2.05 mmol) of the compound from Example 73A in 10 ml of THF, and the reaction mixture was heated under reflux for 2 h. It was diluted with ethyl acetate, and the organic phase was washed with water and saturated aqueous sodium bicarbonate solution, dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 9/1) to result in 278 mg (58% of theory) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08063234B2 |
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| Quelldatensatz | uspto-grants-2011_11 |
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| ORD ID | ord-1a0de785186246ae8028054f82ac8333 |
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| Quellennotiz | uspto-grants-2011_11 |
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