Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 18803Erstellt: 23. Oktober 2026

Ethyl diazoacetate → 3-Fluorobenzyloxyacetic Acid Ethyl Ester

https://huagongshe.com/de/reaction/18803

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl diazoacetateHCID 12192—
Edukt3-Fluorobenzylic alcoholHCID 68008—
KatalysatorAcetic acid, rhodium salt (4:2)HCID 423677—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelHeptaneHCID 8900—
Produkt3-Fluorobenzyloxyacetic Acid Ethyl EsterHCID 6856898098,4%

Reaktionsschritte

To a solution of 3-fluorobenzyl alcohol (1.12 g, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at RT for 30 min. The reaction mixture is diluted with heptane, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 1.88 g of the product 392. 1H NMR (CDCl3) δ 7.30 (m, 1H), 7.12 (m, 2H), 6.99 (dt, 1H), 4.63 (s, 2H), 4.28 (q, 2H), 4.11 (s, 2H), 1.30 (t, 3H); MS: m/z 213 (M++1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741493B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-52c62f128a3b467eb67019dd18fc66bf
Quellennotizuspto-grants-2010_06