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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18819Erstellt: 24. Oktober 2026

Methanol → 2-[2-(2-Chlorophenoxy)ethoxy]acetic Acid Ethyl Ester

https://huagongshe.com/de/reaction/18819

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktEthyl diazoacetateHCID 12192—
Edukt2-(2-Chlorophenoxy)ethanolHCID 84933—
KatalysatorAcetic acid, rhodium salt (4:2)HCID 423677—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-[2-(2-Chlorophenoxy)ethoxy]acetic Acid Ethyl EsterHCID 6857076852,6%

Reaktionsschritte

To a solution of 2-(2-chlorophenoxy)ethanol (1.73 mL, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (11 mg) followed by ethyl diazoacetate (1.05 mL, 10.0 mmol). The reaction mixture is stirred at rt for 20 min. To the reaction mixture is added MeOH followed by rotary evaporated, and the residue is purified by chromatography on silica gel; elution with EtOAc:heptane (25:75) gives 1.36 g of the product 436. 1H NMR (CDCl3) δ 7.35 (d, 1 H), 7.19 (d, 1 H), 6.95-6.90 (m, 2 H), 4.30 (s, 2 H), 4.25-4.15 (m, 4 H), 4.0 (t, 2 H), 1.2 (t, 3 H); MS: m/z 259 (M++1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741493B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-45a00ca672ec405ca7852abcbc0f4552
Quellennotizuspto-grants-2010_06