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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2053610Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/2053610

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, 1H), 7.19 (d, 1H), 6.95-6.90 (m, 2H), 4.30 (s, 2H), 4.25-4.15 (m, 4H), 4.0 (t, 2H), 1.2 (t, 3H); MS: m/z 259 (M++1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07326792B2
Quelldatensatzuspto-grants-2008_02
ORD IDord-abacd520fa7a45a4a3d6e9e6442ca255
Quellennotizuspto-grants-2008_02