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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1532993Erstellt: 25. Oktober 2026

Water → (+/-)-4-(4-Chlorobenzyl)-2-[(4-chloro-2-methoxyphenoxy)methyl]morpholine oxalic acid salt

https://huagongshe.com/reaction/1532993

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt4-ChloroguaiacolHCID 28050—
Edukt18-Crown-6HCID 28557—
EduktMorpholine, 2-(chloromethyl)-4-[(4-chlorophenyl)methyl]-HCID 11345975—
EduktPotassium ethoxideHCID 23670592—
LösungsmittelTolueneHCID 1140—
Produkt(+/-)-4-(4-Chlorobenzyl)-2-[(4-chloro-2-methoxyphenoxy)methyl]morpholine oxalic acid saltHCID 69687298—

Reaktionsschritte

A mixture of (±)-4-(4-chlorobenzyl)-2-chloromethylmorpholine (10.0 g, 38.5 mmol), 4-chloro-2-methoxyphenol (9.0 g, 58 mmol), potassium ethoxide (6.5 g, 77 mmol), and 18-crown-6 (10.2 g, 38.5) was refluxed in toluene (100 ml) for 34 h. Water (200 ml) was added and the phases were separated. Drying and evaporation of the toluene phase was followed by column chromatography on silica gel with 3% ethanol in dichloromethane as eluent. The free base was dissolved in ether and precipitated with oxalic acid to give the title compound. Yield 10.3 g, 57%, mp 133-139° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06207662B1
Quelldatensatzuspto-grants-2001_03
ORD IDord-686e92d75890400784bd55bd75a4f4e5
Quellennotizuspto-grants-2001_03