HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1510042Erstellt: 26. Oktober 2026
Ethyl Acetate → 4-[4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/1510042
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | 8-(4-Bromophenyl)-1,4-dioxa-8-azaspiro[4.5]decane | HCID 12169341 | — |
| Edukt | Tert-butyl 1,2,3,4-tetrahydroquinoxaline-1-carboxylate | HCID 16740533 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | 4-[4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester | HCID 66863174 | 58,4% |
Reaktionsschritte
0.31 g of 8-(4-bromophenyl)-1,4-dioxa-8-azaspiro[4.5]decane is placed in 5 ml of anhydrous o-xylene. 0.24 g of 3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester is added, then 0.15 g of sodium tert-butoxide is added, followed by 0.009 g of palladium acetate, and then the addition is completed with 0.0084 g of tri(tert-butyl)phosphine. The reaction mixture is heated at 150° C. for 4 h, then the heating is halted and the mixture is brought back to ambient temperature. Ethyl acetate is added and the mixture is washed twice with water and then twice with a saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulphate and concentrated under reduced pressure. The crude product obtained is chromatographed on silica gel, elution being carried out with a heptane/ethyl acetate (4/1) solvent mixture. 0.27 g of 4-[4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester is obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08211892B2 |
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| Quelldatensatz | uspto-grants-2012_07 |
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| ORD ID | ord-3f41906759de48d384737604ae47ad72 |
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| Quellennotiz | uspto-grants-2012_07 |
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