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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1722480Erstellt: 26. Oktober 2026

Water → 1-benzylazetidine-3,3-dicarboxylic Acid

https://huagongshe.com/reaction/1722480

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
EduktBromineHCID 24408—
Edukt[1-Benzyl-3-(hydroxymethyl)azetidin-3-YL]methanolHCID 20164320—
KatalysatorNickel SulfateHCID 24586—
Produkt1-benzylazetidine-3,3-dicarboxylic AcidHCID 11310885—

Reaktionsschritte

Bromine (10.6 g) was slowly added at 20° C. over 8 hours to a mixture of N-benzyl-3,3-bis(hydroxymethyl)azetidine (2.1 g) in water (50 ml) containing sodium hydroxide (9.3 g) and nickel chloride 6.0 aq. (1.5 g). After stirring overnight, the green precipitate of nickel hydroxide was filtered off, and the filtrate evaporated to dryness. The residue was boiled in ethanol, and the insoluble material (desired product as sodium salt and sodium bromide) separated and worked up to yield the N-benzyl-azetidine-3,3-dicarboxylic acid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04855452
Quelldatensatzuspto-grants-1989_08
ORD IDord-2c659e65c5bc4e558fb6affc643a49c5
Quellennotizuspto-grants-1989_08