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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83796Erstellt: 24. Oktober 2026

Dicyclohexylcarbodiimide → (4-Nitrophenoxy)-acetic acid-2-[2-(4-nitrophenoxy)-acetoxy]-ethyl ester

https://huagongshe.com/de/reaction/83796

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt(4-Nitrophenoxy)acetic acidHCID 15720—
Edukt(4-Nitrophenoxy)-acetic acid-2-hydroxy-ethyl esterHCID 59253945—
LösungsmittelDichloromethaneHCID 6344—
Produkt(4-Nitrophenoxy)-acetic acid-2-[2-(4-nitrophenoxy)-acetoxy]-ethyl esterHCID 5925394254%

Reaktionsschritte

To a mixture of (4-nitrophenoxy)acetic acid 22 (80 g, 406 mmol) and (4-nitrophen-oxy)-acetic acid-2-hydroxyethyl ester 23 (80 g, 332 mmol) in anhydrous dichloro-methane (2 L) under nitrogen atmosphere was added a solution of 1,3-di-cyclohexyl carbodiimide (128 g, 620 mmol) in anhydrous dichloromethane (750 ml) drop wise. The reaction mixture was stirred at room temperature for 8 hours. The solids were filtered off and dichloromethane distilled off to get crude 24. The crude 24 was purified by column chromatography on silica gel using hexane:ethyl acetate (95:5) to get pure 24 (75 grams, 54%) as a white powder with an m.p. between 138-139° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846845B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-486a705b4382419baec75d8a649cccc6
Quellennotizuspto-grants-2014_09