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HRID 1022377Erstellt: 26. Oktober 2026

Sodium Methoxide → 8-Ethoxy-4-hydroxy-3-(2,4,6-trimethyl-phenyl)-1,8-diaza-spiro[4.5]dec-3-en-2-one

https://huagongshe.com/reaction/1022377

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium MethoxideHCID 10942334—
Edukt1-Ethoxy-4-[2-(2,4,6-trimethyl-phenyl)-acetylamino]-piperidine-4-carboxylic acid methyl esterHCID 59614592—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt8-Ethoxy-4-hydroxy-3-(2,4,6-trimethyl-phenyl)-1,8-diaza-spiro[4.5]dec-3-en-2-oneHCID 5961458124,3%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

To a solution of 2.3 g of 1-ethoxy-4-[2-(2,4,6-trimethyl-phenyl)-acetylamino]-piperidine-4-carboxylic acid methyl ester in 26 ml of dimethylformamide is added 3 g of sodium methoxide. The reaction mixture is heated to 65° C. and stirred for 5 hours. The reaction mixture is poured into brine, neutralized and extracted with ethyl acetate. The organic phase is washed with brine, dried with sodium sulfate, filtered and concentrated. The residue is subjected to column chromatography (heptane/ethyl acetate 2:1) to yield 510 mg of 8-ethoxy-4-hydroxy-3-(2,4,6-trimethyl-phenyl)-1,8-diaza-spiro[4.5]dec-3-en-2-one as a solid, mp: >250° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08722578B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-ffdf53a0b4db4e33b98754217bd6a43d
Quellennotizuspto-grants-2014_05