HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 49493Erstellt: 25. Oktober 2026
Potassium Carbonate → 5-(4-Bromo-but-2-enyloxy)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/49493
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | N-Boc-5-Hydroxyindoline | HCID 10657398 | — |
| Edukt | 1,4-Dibromobut-1-ene | HCID 53629311 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-(4-Bromo-but-2-enyloxy)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester | HCID 69515078 | 31,9% |
Reaktionsschritte
514 mg (2.3 mmol) 5-Hydroxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester in 12 ml DMF were treated with 830 mg (6 mmol) powdered K2CO3 and 1070 mg (5 mmol) 1,4-dibromobutene. The suspension was stirred at 50° C. for 3 h, cooled to RT, diluted with ether and water. The aqueous phase was extracted with ether, the organic phases were washed with water and dried over Na2SO4. Column chromatography on silica gel with hexane/EtOAc 9:1 yielded 270 mg (31%) 5-(4-Bromo-but-2-enyloxy)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester as colorless solid, MS: 368 (MH+, 1Br).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06706751B2 |
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| Quelldatensatz | uspto-grants-2004_03 |
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| ORD ID | ord-191c59b28e964af6a3cd91ce94ab1f94 |
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| Quellennotiz | uspto-grants-2004_03 |
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