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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1962365Erstellt: 25. 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/1962365

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 was added 3 g of sodium methoxide. The reaction mixture was heated to 65° C. and stirred for 5 hours. The reaction mixture was poured into brine, neutralized and extracted with ethyl acetate. The organic phase was washed with brine, dried with sodium sulfate, filtered and concentrated. The residue was 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 (compound C8) as a solid, mp: >250° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08415369B2
Quelldatensatzuspto-grants-2013_04
ORD IDord-1500ab0208b248229a0d804bfbf65ad4
Quellennotizuspto-grants-2013_04