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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
Edukt8-(4-Bromophenyl)-1,4-dioxa-8-azaspiro[4.5]decaneHCID 12169341—
EduktTert-butyl 1,2,3,4-tetrahydroquinoxaline-1-carboxylateHCID 16740533—
EduktSodium t-butoxideHCID 23676156—
KatalysatorTris(1,1-dimethylethyl)phosphineHCID 83681—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelO-XyleneHCID 7237—
Produkt4-[4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl esterHCID 6686317458,4%

Reaktionsbedingungen

Temperatur150 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08211892B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-3f41906759de48d384737604ae47ad72
Quellennotizuspto-grants-2012_07