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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 52391Erstellt: 23. Oktober 2026

Toluene → 2,2,6,6-Tetramethyl-4-[(oxiran-2-yl)methoxy]piperidine

https://huagongshe.com/de/reaction/52391

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium HydroxideHCID 14798—
Edukt4-Hydroxy-2,2,6,6-tetramethylpiperidineHCID 75471—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelWaterHCID 962—
Produkt2,2,6,6-Tetramethyl-4-[(oxiran-2-yl)methoxy]piperidineHCID 14274506—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

64.0 g of sodium hydroxide (1.6 mol) are dissolved in 64 ml of water under argon in a 750 ml sulfonation flask fitted with mechanical stirrer, condenser, thermometer and 100 ml dropping funnel. 170 ml of toluene, 10.3 g (31.8 mmol) of tetrabutylammonium bromide and 50 g (318 mmol) of 4-hydroxy-2,2,6,6-tetramethylpiperidine are added. 58.8 g (636 mmol) of epichlorohyrdin are added dropwise at 45° C. The mixture is then stirred at 50° C. for 4 hours. The reaction mixture is cooled to room temperature and poured into 1 l of ice water, and the organic phase is separated off, dried using sodium sulfate and evaporated on a rotary evaporator. The residue is distilled at 8×10-3 mmHg. Boiling point: 48° C., yield: 28 g (41%). GC: 98%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05616637
Quelldatensatzuspto-grants-1997_04
ORD IDord-a31b47d114774dcabb8fc53bf13ce8aa
Quellennotizuspto-grants-1997_04