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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23019Erstellt: 23. Oktober 2026

Water → N-(3,4-dichlorophenyl)alanine

https://huagongshe.com/de/reaction/23019

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3,4-DichloroanilineHCID 7257—
Edukt2-Chloropropionic acidHCID 11734—
EduktSodium BicarbonateHCID 516892—
LösungsmittelIsopropanolHCID 3776—
ProduktN-(3,4-dichlorophenyl)alanineHCID 5491659—

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

Using the procedure set forth in U.S. Pat. No. 3,598,859, the disclosure of which is incorporated herein by reference in its entirety. N-(3,4-dichlorophenyl)alanine was prepared. Specifically, to a solution of 3,4-dichloroaniline (1 equivalent) (Aldrich) in isopropanol (about 500 mL per mole of 3,4-dichloroaniline) is added water (about 0.06 mL per mL of isopropanol) and 2-chloropropionic acid (2 equivalents) (Aldrich). This mixture is warmed to 40° C. and sodium bicarbonate (0.25 equivalents) is added in successive portions before heating under reflux for 4-5 days. After cooling, the reaction mixture is poured into water and the unreacted 3,4-dichloroaniline is removed by filtration. The filtrate is acidified to pH 3-4 with concentrated hydrochloric acid and the resultant precipitate is filtered, washed and dried to yield the title compound, m.p.=148-149° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06849650B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-01af6eabe3f04be4b905847b889fd958
Quellennotizuspto-grants-2005_02